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ChemicalBook CAS DataBase List Benzenemethanol, 2-amino-3-methoxy- (9CI)

Benzenemethanol, 2-amino-3-methoxy- (9CI) synthesis

3synthesis methods
3177-80-8 Synthesis
2-AMINO-3-METHOXYBENZOIC ACID

3177-80-8
258 suppliers
$9.00/1g

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Yield:205877-13-0 100%

Reaction Conditions:

with borane-THF in tetrahydrofuran at 0 - 20; for 1.66667 h;Inert atmosphere;

Steps:

87 5.1.4 2-Amino-6-chlorobenzyl alcohol (1a)

General procedure: To a solution of 6-chloroanthranilic acid (1.5 g, 8.74 mmol) in THF (5 mL) was added dropwise 1.08 M borane-tetrahydrofuran complex in THF (24.3 mL, 26.2 mmol) at 0 °C under an Ar atmosphere for 10 min. After 1.5 h with stirring at 30 °C, the solution was cooled at 0 °C, added aqueous THF (THF/H2O = 1:1, 60 mL) and potassium carbonate, and extracted with diethyl ether three times. The combined organic extracts were washed with brine, dried over Na2SO4, and evaporated in vacuo. The residue was crystallized from AcOEt to give 1a (1.2 g, 88%) as a white needle crystal.

References:

Ida, Yoshihiro;Matsubara, Ayaka;Nemoto, Toru;Saito, Manabu;Hirayama, Shigeto;Fujii, Hideaki;Nagase, Hiroshi [Bioorganic and Medicinal Chemistry,2012,vol. 20,# 19,p. 5810 - 5831]