Azobisisobutyronitrile → Ethyl o-bromomethylphenylacetate

Reaction equation

[C:1]1([CH3:11])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][C:8]([OH:10])=[O:9].C1C(=O)N([Br:19])C(=O)C1.CC(N=N[C:27]([C:30]#N)(C)C)(C#N)C>>[Br:19][CH2:11][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][C:8]([O:10][CH2:27][CH3:30])=[O:9]

Participants

Reactant 3

HCID 6547Azobisisobutyronitrile

HCID 67184N-bromobutanimide

HCID 69519o-Tolylacetic acid

Product 1

HCID 13052926Ethyl o-bromomethylphenylacetate

Procedure

o-Tolylacetic acid was brominated with NBS and AIBN as described in Example 21 to give ethyl o-bromomethylphenylacetate, and this was reacted with triethyl phosphite as described in Example 2.

Sources & evidence

ORD record: ord-67807ba4f6aa49a6bfa5666d55bc49c7
Source dataset: uspto-grants-1993_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05242908

Reaction notes

Loading…