Methyl 2-(3,4-dimethoxyphenyl)-2-hydroxyacetate → Methyl 2-(2-fluoro-4,5-dimethoxyphenyl)-2-hydroxyacetate

Reaction equation

[F:1][C:2]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([O:12][CH3:13])=[CH:6][C:3]=1[CH:4]=[O:5].COC1C=C(C(O)[C:25]([O:27][CH3:28])=[O:26])C=CC=1OC>>[F:1][C:2]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([O:12][CH3:13])=[CH:6][C:3]=1[CH:4]([OH:5])[C:25]([O:27][CH3:28])=[O:26]

Participants

Reactant 2

HCID 597469Methyl 2-(3,4-dimethoxyphenyl)-2-hydroxyacetate

HCID 6035952-Fluoro-4,5-dimethoxybenzaldehyde

Product 1

HCID 57448188Methyl 2-(2-fluoro-4,5-dimethoxyphenyl)-2-hydroxyacetateYield 44%

Procedure

139A (1.05 g, 44%) was prepared in 2 steps from 2-fluoro-4,5-dimethoxybenzaldehyde following procedures analogous to those used in the preparation of 137B. LC-MS: 267.11 (M+Na)+.

Sources & evidence

ORD record: ord-ec601ef46e0247fd910c644d5cc5fa22
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07622585B2

Reaction notes

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