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

HRID 1195036Notes

Reaction equation

[Cl: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]([Cl:1])[CH:7]=1

Participants

Reactant 2

HCID 67184N-bromobutanimide

HCID 9813057Ethyl 4-chloro-2-methylbenzoate

Product 1

HCID 21269136Ethyl 2-(bromomethyl)-4-chlorobenzoate

Procedure

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

Sources & evidence

ORD record: ord-5fb3c2951a7b4dc6856683c7b0fae3aa
Source dataset: uspto-grants-1989_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04816591

Reaction notes

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