95-12-5 (5-降莰烷-2-甲醇,Bicyclo2.2.1hept-5-en-2-ylmethanol)

反应条件：

1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ; 0 °C; 10 h, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ; pH 6, 0 °C

参考文献：

Ligand Design for Luminescent Lanthanide-Containing Metallopolymers

de Bettencourt-Dias, Ana; Rossini, Jeffrey S. K., Inorganic Chemistry, 2016, 55(20), 9954-9963

合成路线：1 步

_99%

反应条件：

1.1 Reagents: Potassium carbonate , Carbon monoxide Catalysts: Tricarbonyl[(1,3,3a,7a-η)-4,5,6,7-tetrahydro-1,3-bis(trimethylsilyl)-2H-inden-2-… Solvents: Dimethyl sulfoxide , Water ; 20 h, 10 bar, 100 °C; 100 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: Water ; 1 h, rt

参考文献：

Discrete iron complexes for the selective catalytic reduction of aromatic, aliphatic, and α,β-unsaturated aldehydes under water-gas shift conditions

Tlili, Anis; Schranck, Johannes; Neumann, Helfried; Beller, Matthias, Chemistry - A European Journal, 2012, 18(50), 15935-15939

合成路线：1 步

_99%

反应条件：

1.1 Reagents: Sodium borohydride ; 20 min, 25 °C
1.2 Reagents: Water ; rt

参考文献：

Sodium Tetraalkoxyborates: Intermediates for the Quantitative Reduction of Aldehydes and Ketones to Alcohols through Ball Milling with NaBH4

Naimi-Jamal, M. Reza; Mokhtari, Javad; Dekamin, Mohammad G.; Kaupp, Gerd, European Journal of Organic Chemistry, 2009, (21), 3567-3572

合成路线：1 步

_97%

反应条件：

1.1 Reagents: (±)-2-Butanol Catalysts: Zirconium dioxide

参考文献：

Preparation of unsaturated cyclic alcohols from aldehydes

, Japan, , ,

合成路线：1 步

_96%

反应条件：

1.1 Catalysts: Iridium, aqua[[2,2′-bipyridine]-6,6′(1H,1′H)-dionato(2-)-κN1,κN1′][(1,2,3,4,5-η)… Solvents: Isopropanol ; 12 h, 120 °C

参考文献：

Method for preparation of unsaturated primary alcohols

, China, , ,

合成路线：1 步

_96%

反应条件：

1.1 Catalysts: Iridium, aqua[[2,2′-bipyridine]-6,6′(1H,1′H)-dionato(2-)-κN1,κN1′][(1,2,3,4,5-η)… Solvents: Isopropanol ; 12 h, 120 °C; 120 °C → rt

参考文献：

Transfer Hydrogenation of Aldehydes and Ketones with Isopropanol under Neutral Conditions Catalyzed by a Metal-Ligand Bifunctional Catalyst [Cp*Ir(2,2'-bpyO)(H2O)]

Wang, Rongzhou; Tang, Yawen; Xu, Meng; Meng, Chong; Li, Feng, Journal of Organic Chemistry, 2018, 83(4), 2274-2281

合成路线：1 步

934-30-5

_96%

反应条件：

1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ; overnight, rt
1.2 Solvents: Water ; rt

参考文献：

Utilizing thiol-ene chemistry for crosslinked nickel cation-based anion exchange membranes

Kwasny, Michael T.; Zhu, Liang; Hickner, Michael A.; Tew, Gregory N., Journal of Polymer Science, 2018, 56(3), 328-339

合成路线：1 步

120-74-1

_86%

反应条件：

1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ; reflux

参考文献：

Mechanochemical ring-opening metathesis polymerization: development, scope, and mechano-exclusive polymer synthesis

Lee, Gue Seon; Lee, Hyo Won; Lee, Hyun Sub; Do, Taeyang; Do, Jean-Louis; et al, Chemical Science, 2022, 13(39), 11496-11505

合成路线：1 步

146623-18-9

_83%

反应条件：

1.1 Reagents: Sodium carbonate , Chlorosulfonyl isocyanate Solvents: Dichloromethane ; rt; 20 h, reflux; reflux → 0 °C
1.2 Reagents: Sodium hydroxide Solvents: Methanol ; 1 h
1.3 Reagents: Hydrochloric acid Solvents: Water ; neutralized

参考文献：

Deprotection of benzyl and p-methoxybenzyl ethers by chlorosulfonyl isocyanate-sodium hydroxide

Kim, Ji Duck; Han, Gyoonhee; Zee, Ok Pyo; Jung, Young Hoon, Tetrahedron Letters, 2003, 44(4), 733-735

合成路线：1 步

120-74-1

_82%

反应条件：

1.1 Reagents: Lithium aluminum hydride

参考文献：

Bicontinuous Alkaline Fuel Cell Membranes from Strongly Self-Segregating Block Copolymers

Price, Samuel C.; Ren, Xiaoming; Jackson, Aaron C.; Ye, Yuesheng; Elabd, Yossef A.; et al, Macromolecules (Washington, 2013, 46(18), 7332-7340

合成路线：1 步

77-73-6

_80%

反应条件：

1.1 Reagents: Hydroquinone ; 19 h, rt → 190 °C

参考文献：

Influence of Hydroxyl Group Concentration on Mechanical Properties and Impact Resistance of ROMP Copolymers

Dennis, Joseph M.; Long, Tyler R.; Krishnamurthy, Ajay ; Tran, Ngon T.; Patterson, Brendan A.; et al, ACS Applied Polymer Materials, 2020, 2(6), 2414-2425

合成路线：1 步

1375389-93-7

_75%

反应条件：

1.1 Reagents: Lithium aluminum hydride Solvents: Dichloromethane , Tetrahydrofuran ; 2 min, 0 °C; 2 h, rt

参考文献：

LiAlH4-induced reductive dephosphonylation of α,α-dialkyl triethyl β-phosphonyl esters: mechanistic study and synthetic application

Zhu, Jia-Liang; Bau, Sheng Jr.; Shih, You-Cheng, Synlett, 2012, 23(6), 863-866

合成路线：1 步

_74%

反应条件：

1.1 9 h, 4 - 5 atm, 170 - 180 °C

参考文献：

Synthesis and properties of mannich bases on the basis of norbornenylmethanol, aliphatic amines and benzaldehyde

Hajiyeva, Gulsum E.; Mammadbayli, Eldar H.; Ibrahimli, Sahil I.; Abiyev, Huseyn A., Neft Kimyasi va Neft E'mali Proseslari, 2020, 21(1), 36-44

合成路线：1 步

_74%

反应条件：

1.1 9 h, 4 - 5 atm, 170 - 180 °C

参考文献：

Synthesis of Mannich bases based on norbornenylmethanol, cyclic amines and benzaldehyde and their antimicrobial activity

Hajiyeva, G. E., Azerbaidzhanskii Khimicheskii Zhurnal, 2019, (3), 68-74

合成路线：1 步

_74%

反应条件：

1.1 9 h, 4 - 5 atm, 170 - 180 °C

参考文献：

Norbornene containing Mannich bases on the basis of cyclic amines

Hajiyeva, Gulsum E.; Mammadbayli, Eldar H.; Ibrahimly, Sahil I.; Talybov, Gulahmad M., Neft Kimyasi va Neft E'mali Proseslari, 2017, 18(4), 331-340

合成路线：1 步

_74%

反应条件：

1.1 99 h, pH 4 - 5, 170 - 180 °C

参考文献：

Norbornene-containing mannich bases on the basis of aliphatic amines

Hajiyeva, G. E.; Mammadbayli, E. H.; Ibrahimli, S. I.; Jafarov, I. A., Azerbaidzhanskii Khimicheskii Zhurnal, 2018, (3), 50-56

合成路线：1 步

_74%

反应条件：

1.1 9 h, 4 - 5 atm, 170 - 180 °C

参考文献：

Mannich Bases from Bicyclo[2.2.1]hept-5-en-2-ylmethanol, Secondary Amines and Formaldehyde

Mammadbayli, E. H.; Hajiyeva, G. E.; Ibrahimli, S. I.; Jafarova, N. A., Russian Journal of General Chemistry, 2018, 88(10), 2204-2208

合成路线：1 步

121505-88-2

_74%

反应条件：

1.1 Reagents: 1,4-Naphthalenedicarbonitrile Solvents: Acetonitrile , Water

参考文献：

Photoinduced single-electron-transfer (set)-initiated oxidative cleavage of benzylic ether protecting group: a mild and efficient procedure

Pandey, G.; Krishna, A., Synthetic Communications, 1988, 18(18), 2309-14

合成路线：1 步

107-02-8

_69%

反应条件：

1.1 -78 °C; 2 h, -78 °C → rt; rt → 45 °C; 8 h, 45 °C
1.2 Reagents: Sodium hydroxide , Sodium borohydride Solvents: Methanol , Water ; 1 h, rt

参考文献：

Synthesis and Characterization of Lithium-Ion Conductive Membranes with Low Water Permeation

Stone, David A.; Welna, Daniel T.; Allcock, Harry R., Chemistry of Materials, 2007, 19(10), 2473-2482

合成路线：1 步

77-73-6

_56%