Bromine → Isopropyl 4-(bromoacetyl)phenoxyacetate

HRID 2419356Notes

Reaction equation

HRID 2419356 reaction equation
[Br:1]Br.[C:3]([C:6]1[CH:19]=[CH:18][C:9]([O:10][CH2:11][C:12]([O:14][CH:15]([CH3:17])[CH3:16])=[O:13])=[CH:8][CH:7]=1)(=[O:5])[CH3:4]>C1C=CC=CC=1>[Br:1][CH2:4][C:3]([C:6]1[CH:19]=[CH:18][C:9]([O:10][CH2:11][C:12]([O:14][CH:15]([CH3:16])[CH3:17])=[O:13])=[CH:8][CH:7]=1)=[O:5]

Participants

4

Reactant 2

HCID 24408BromineHCID 20315614HCID 20315614, compound

Product 1

HCID 20315599Isopropyl 4-(bromoacetyl)phenoxyacetate

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Bromine (12g.) was added dropwise to a stirred solution of isopropyl 4-acetylphenoxyacetate (17.6g.) in benzene (200ml.) over 30 minutes. The solution was stirred for a further 15 minutes and then evaporated. The residue was crystallised from ether/hexane to give isopropyl 4-(bromoacetyl)phenoxyacetate, m.p. 60°-61° C.

Workup

  1. customevaporated
  2. customThe residue was crystallised from ether/hexane

Sources & evidence

ORD record
ord-75ec40ed7bc648b49419d273f9ac3f8a
Source dataset
uspto-grants-1978_08
Patent number
US04105790

Reaction notes

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