Diethyl Malonate → 2-(2,6-difluoro-4-nitrophenyl)acetic acid

HRID 2119419Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([N+:10]([O-:12])=[O:11])[CH:5]=[C:6]([F:9])[C:7]=1F.C(OCC)(=O)[CH2:14][C:15]([O:17]CC)=[O:16]>>[F:9][C:6]1[CH:5]=[C:4]([N+:10]([O-:12])=[O:11])[CH:3]=[C:2]([F:1])[C:7]=1[CH2:14][C:15]([OH:17])=[O:16]

Participants

Reactant 2

HCID 7761Diethyl Malonate

HCID 27827931,2,3-Trifluoro-5-nitrobenzene

Product 1

HCID 698373442-(2,6-difluoro-4-nitrophenyl)acetic acid

Procedure

The title compound 2,6-difluoro-4-nitrophenylacetic acid (16.0 g) was prepared from 3,4,5-trifluoronitrobenzene (14.8 g) and diethyl malonate (35 mL) in the same manner as described for REFERENCE EXAMPLE 1. MS (EI+) m/z: 217 (M+).

Sources & evidence

ORD record: ord-57372b96301846fb8b0bc7137b15eefc
Source dataset: uspto-grants-2004_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06686363B2

Reaction notes

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