2-Fluoroanisole → 2-Fluoro-4-hydroxyphenylacetic acid

HRID 1873301Notes

Reaction equation

HRID 1873301 reaction equation
F[C:2]1[CH:3]=[C:4]([CH2:10][C:11]([OH:13])=[O:12])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].[F:14]C1C=CC=CC=1OC>>[F:14][C:5]1[CH:6]=[C:7]([O:8][CH3:9])[CH:2]=[CH:3][C:4]=1[CH2:10][C:11]([OH:13])=[O:12].[F:14][C:5]1[CH:6]=[C:7]([OH:8])[CH:2]=[CH:3][C:4]=1[CH2:10][C:11]([OH:13])=[O:12]

Participants

4

Reactant 2

HCID 675762-FluoroanisoleHCID 521176(3-Fluoro-4-methoxyphenyl)acetic acid

Product 2

HCID 193619772-Fluoro-4-hydroxyphenylacetic acidHCID 193619782-(2-Fluoro-4-methoxyphenyl)acetic acid

Procedure

The synthesis of 3-fluoro-4-methoxyphenylacetic acid 15 starting from 2-fluoroanisole has been described by M. Kucha{hacek over (r)} et al. (Collect. Czech. Chem. Commun. 1990, 55, 296-306). 2-Fluoro-4-methoxyphenylacetic acid 16 is obtained from 2-fluoro-4-hydroxyphenylacetic acid [S.-I. Sugita, S. Toda, T. Yoshiyasu, T. Teraji, Mol. Cryst. Liq. Cryst. 1993, 237, 399-406; E. J. Corey, J. P. Dittami, J. Am. Chem. Soc. 1985, 107, 256-257; H. H. Wassermann, J. Wang, J. Org. Chem. 1998, 63, 5581-5586] by dimethylation and ester saponification.

Workup

  1. customKucha{hacek over (r)} et al. (Collect. Czech. Chem. Commun. 1990, 55, 296-306)

Sources & evidence

ORD record
ord-b45b249f4bc7445ab95964ed4b493413
Source dataset
uspto-grants-2012_11
Patent number
US08303844B2

Reaction notes

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