Methanol → Methyl (2-hydroxyphenyl)acetate

HRID 2173280Notes

Reaction equation

HRID 2173280 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([OH:11])=[O:10].O=S(Cl)Cl.[CH3:16]O>>[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([O:11][CH3:16])=[O:10]

Participants

4

Reactant 3

HCID 887MethanolHCID 11970(2-Hydroxyphenyl)acetic acidHCID 24386Thionyl Chloride

Product 1

HCID 89719Methyl (2-hydroxyphenyl)acetate

Conditions

Temperature
50 °C

Procedure

To a solution of (2-hydroxyphenyl)acetic acid (11 g, 72.3 mmol) in 100 mL of MeOH was added SOCl2 (17.2 g, 144.7 mmol) at 0° C. The mixture was stirred at 50° C. overnight. The reaction was concentrated. The residue was purified column chromatography to give methyl (2-hydroxyphenyl)acetate (14 g).

Workup

  1. concentrationThe reaction was concentrated
  2. customThe residue was purified column chromatography

Sources & evidence

ORD record
ord-b50885a365934141be3b8d3c65254ebc
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

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