N-bromobutanimide → Ethyl 2-(bromomethyl)-4-fluorobenzoate

HRID 1381254

Reaction equation

[F:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:4][CH:3]=1.[Br:14]N1C(=O)CCC1=O>>[Br:14][CH2:8][C:6]1[C:5]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:4][CH:3]=[C:2]([F:1])[CH:7]=1

Participants

Reactant 2

HCID 67184N-bromobutanimide

HCID 18920184Benzoic acid, 4-fluoro-2-methyl-, ethyl ester

Product 1

HCID 12893417Ethyl 2-(bromomethyl)-4-fluorobenzoate

Procedure

Reaction of ethyl 5-fluoro-o-toluate with N-bromosuccinimide as described in Example 1a provides ethyl α-bromo-5-fluoro-o-toluate as an oil.

Sources & evidence

ORD record: ord-7a69b7f898514c8c85d64d16425b473c
Source dataset: uspto-grants-1986_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04585788

Linked notes

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