89-56-5 (5-甲基水杨酸,5-Methylsalicylic acid)

反应条件：

1.1 Catalysts: Dichlorobis(triphenylphosphine)palladium Solvents: Benzene
1.2 Reagents: Hydrochloric acid Solvents: Water

参考文献：

Palladium-catalyzed cross-methylation of haloarenes possessing active hydrogen atoms by intramolecularly stabilized dimethylindium and dimethylaluminum reagents

Jaber, Nimer; Gelman, Dmitri; Schumann, Herbert; Dechert, Sebastian; Blum, Jochanan, European Journal of Organic Chemistry, 2002, (10), 1628-1633

合成路线：1 步

_95%

反应条件：

1.1 Reagents: Hydrogen peroxide Catalysts: Iron(2+), bis(acetonitrile)[rel-[N1(R),N2(R)]-N1,N2-dimethyl-N1,N2-bis[(2-pyridi… Solvents: Acetonitrile , Water ; rt

参考文献：

Iron-Promoted ortho- and/or ipso-Hydroxylation of Benzoic Acids with H2O2

Makhlynets, Olga V.; Das, Parthapratim; Taktak, Sonia; Flook, Margaret; Mas-Balleste, Ruben; et al, Chemistry - A European Journal, 2009, 15(47), 13171-13180

合成路线：1 步

1807557-74-9

630-08-0

_92%

反应条件：

1.1 Reagents: 2,2,2-Trifluoroethanol , Silver acetate Catalysts: Palladium diacetate , BOC-L-leucine Solvents: 1,2-Dichloroethane ; 5 min, 95 °C; 18 h, 95 °C
1.2 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 30 min, rt

参考文献：

General Method for the Synthesis of Salicylic Acids from Phenols through Palladium-Catalyzed Silanol-Directed C-H Carboxylation

Wang, Yang; Gevorgyan, Vladimir, Angewandte Chemie, 2015, 54(7), 2255-2259

合成路线：1 步

17201-44-4

_88%

反应条件：

1.1 Reagents: Carbon dioxide ; 4 h, 10 atm, rt → 185 °C; 3 h, 10 atm, 185 °C; 185 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: Water ; acidified, rt

参考文献：

Synthesis of cresotic acids by carboxylation of cresols with sodium ethyl carbonate

Suerbaev, Kh. A.; Chepaikin, E. G.; Kudaibergenov, N. Zh.; Zhaksylykova, G. Zh., Petroleum Chemistry, 2016, 56(7), 646-650

合成路线：1 步

6342-60-5

_87%

反应条件：

1.1 Reagents: Potassium carbonate Catalysts: Pyridine , Copper Solvents: Water

参考文献：

Synthesis of salicylic acid derivatives from the corresponding 2-chlorobenzoic acid using water as solvent

Comdom, Rolando F. Pellon; Palacios, Maite L. Docampo, Synthetic Communications, 2002, 32(13), 2055-2059

合成路线：1 步

1121-70-6

_86%

参考文献：

Synthesis of 5-methyl-2-hydroxybenzoic acid using the Kolbe-Schmitt reaction

Shakirov, L. G.; Zobov, P. M.; Bikkulov, A. Z., Zhurnal Prikladnoi Khimii (Sankt-Peterburg, 1983, 56(11), 2644-7

合成路线：1 步

_85%

反应条件：

1.1 Reagents: Dipotassium phosphate Catalysts: Palladium diacetate , 1,6-Dihydro-α,α-dimethyl-6-oxo-2-pyridineacetic acid Solvents: Acetonitrile ; 10 min, 25 °C
1.2 Reagents: Hydrogen peroxide Solvents: Water ; 24 h, 25 °C
1.3 Reagents: Sodium sulfite Solvents: Water ; 25 °C
1.4 Reagents: Formic acid Solvents: Methanol ; acidified, 25 °C

参考文献：

Ligand-Enabled C-H Hydroxylation with Aqueous H2O2 at Room Temperature

Li, Zhen ; Park, Han Seul; Qiao, Jennifer X.; Yeung, Kap-Sun ; Yu, Jin-Quan, Journal of the American Chemical Society, 2022, 144(39), 18109-18116

合成路线：1 步

_85%

反应条件：

1.1 Reagents: tert-Butyl hydroperoxide , Quinone , Potassium acetate Catalysts: N-Acetyl-L-isoleucine , Palladium diacetate Solvents: 1,2-Dimethoxyethane , Water ; 100 °C

参考文献：

Palladium-catalyzed ortho-C-H hydroxylation of benzoic acids

Luo, Feihua ; He, Shuhua; Gou, Quan; Chen, Jinyang; Zhang, mingzhong, Tetrahedron Letters, 2021, 84,

合成路线：1 步

152894-73-0

_85%

反应条件：

1.1 Reagents: Potassium hydroxide

参考文献：

Reactions with 2-methylchromones

Hamed, Ashraf A.; Madkour, Hassan M. F.; Nuaimi, Ibrahim S. Al.; Hussain, Badria A., Anales de Quimica, 1994, 90(5-6), 359-64

合成路线：1 步

_78%

反应条件：

1.1 Reagents: Quinone , Potassium acetate , Oxygen Catalysts: Palladium diacetate Solvents: Dimethylacetamide ; 15 h, 115 °C; 115 °C → rt

参考文献：

Pd(II)-catalyzed hydroxylation of arenes with 1 atm of O2 or air

Zhang, Yang-Hui; Yu, Jin-Quan, Journal of the American Chemical Society, 2009, 131(41), 14654-14655

合成路线：1 步

124-38-9

_73%

反应条件：

1.1 Reagents: 2,4,6-Trimethylphenol , Sodium hydride ; 5 min, 100 °C; 100 °C → rt
1.2 2 h, 1 atm, 185 °C; 185 °C → rt
1.3 Solvents: Water ; rt
1.4 Reagents: Hydrochloric acid Solvents: Water ; pH 4, rt

参考文献：

Carboxylation of Phenols with CO2 at Atmospheric Pressure

Luo, Junfei; Preciado, Sara; Xie, Pan; Larrosa, Igor, Chemistry - A European Journal, 2016, 22(20), 6798-6802

合成路线：1 步

89807-39-6

_48%

反应条件：

1.1 Reagents: Sulfuryl chloride

参考文献：

Novel synthesis of aromatic carboxylic acids from enaminones

Loewe, Werner; Braden, Thomas, Archiv der Pharmazie (Weinheim, 1995, 328(3), 283-5

合成路线：1 步

17201-44-4

_37%

反应条件：

1.1 Solvents: 4-Chlorophenol ; 9 min

参考文献：

Carboxylation of phenol and its derivatives with sodiumethylcarbonate under microwave irradiation

Yessenzhanova, N. R.; Burashev, G. B.; Kudaibergenov, N. Zh.; Suerbaev, Kh. A., Izvestiya Natsional'noi Akademii Nauk Respubliki Kazakhstan, 2016, (3), 196-201

合成路线：1 步

471242-48-5

_28%

反应条件：

1.1 Reagents: Poly(4-vinylpyridine) Solvents: Toluene ; 300 s, 120 °C; 120 °C → rt
1.2 Reagents: Sodium hydroxide Solvents: Ethanol , Water ; 900 s, 120 °C; 120 °C → rt
1.3 Reagents: Amberlyst 15 Solvents: Ethanol ; overnight, rt

参考文献：

Preparation of arene carboxylic acids via a polymer-supported Krohnke reaction

Brusotti, Gloria; Habermann, Joerg; Azzolina, Ornella; Collina, Simona, Letters in Organic Chemistry, 2006, 3(12), 943-947

合成路线：1 步

17201-44-4

_27%

反应条件：

1.1 5 min, heated

参考文献：

Carboxylation of phenol, p-cresol and p-chlorophenol with sodium ethyl carbonate under microwave irradiation

Nabiev, A. M.; Dzhanzakova, B.; Zhumagazi, S. A.; Kudaibergenov, N. Zh.; Suerbaev, Kh. A., Izvestiya Natsional'noi Akademii Nauk Respubliki Kazakhstan, 2015, (4), 24-30

合成路线：1 步

124-38-9

_26%

反应条件：

1.1 Catalysts: Potassium carbonate ; 5 h, 8 MPa, 473 K; cooled

参考文献：

K2CO3-catalyzed direct synthesis of salicylic acid from phenol and supercritical CO2

Iijima, Takayuki; Yamaguchi, Tatsuaki, Applied Catalysis, 2008, 345(1), 12-17

合成路线：1 步

56-23-5

_20%

反应条件：

1.1 Reagents: Sodium hydroxide , Copper Solvents: Water
1.2 -

参考文献：

Reimer-Tiemann reaction using carbon tetrachloride

Gaonkar, A. V.; Kirtany, J. K., Indian Journal of Chemistry, 1991, (8), 800-1

合成路线：1 步

55270-73-0

_1%