N-bromobutanimide → Ethyl 2-(bromomethyl)-5-chlorobenzoate

HRID 2082849Notes

Reaction equation

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

Participants

Reactant 2

HCID 67184N-bromobutanimide

HCID 21269135Ethyl 5-chloro-2-methylbenzoate

Product 1

HCID 13272463Ethyl 2-(bromomethyl)-5-chlorobenzoate

Procedure

Reaction of ethyl 4-chloro-o-toluate with N-bromosuccinimide as described in Example 1a provides ethyl α-bromo-4-chloro-o-toluate as an oil.

Sources & evidence

ORD record: ord-0772bc12a1a24ca19fcbc273b93fa214
Source dataset: uspto-grants-1978_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04082850

Reaction notes

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