Methanol → Benzenebutanoic acid, 2-hydroxy-, methyl ester

HRID 2184640Notes

Reaction equation

HRID 2184640 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12].S(=O)(=O)(O)O.[CH3:19]O>>[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][CH2:10][C:11]([O:13][CH3:19])=[O:12]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 41894984-(2-Hydroxyphenyl)butanoic acid

Product 1

HCID 12079672Benzenebutanoic acid, 2-hydroxy-, methyl ester

Procedure

4-(2-Hydroxyphenyl)butyric acid (1 g, 5.55 mmol) was dissolved in 20 mL anhydrous methanol, and 5 mL sulfuric acid. The mixture was heated to reflux for 6 hours. After aqueous workup, 1.14 g of methyl 4-(2-hydroxyphenyl)butyrate was obtained. 1H NMR (CDCl3): 1.92 (q, 2H), 2.40 (t, 2H), 2.65 (t, 2H), 3.72 (s, 3H), 6.84 (m, 2H), 7.10 (m, 2H).

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 6 hours

Sources & evidence

ORD record
ord-24f623900a994a6b983387ef760d3d2d
Source dataset
uspto-grants-2002_06
Patent number
US06399534B2

Reaction notes

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