N,N-Dimethylaniline → 3-Bromo-2-(prop-2-en-1-yl)phenol

HRID 256571

Reaction equation

HRID 256571 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([O:8]CC=C)[CH:5]=[CH:6][CH:7]=1.CN(C)[C:14]1[CH:19]=CC=C[CH:15]=1>>[CH2:19]([C:3]1[C:2]([Br:1])=[CH:7][CH:6]=[CH:5][C:4]=1[OH:8])[CH:14]=[CH2:15]

Participants

3

Reactant 2

HCID 949N,N-DimethylanilineHCID 257945Allyl m-bromophenyl ether

Product 1

HCID 153607573-Bromo-2-(prop-2-en-1-yl)phenol

Procedure

The title compound was synthesized from allyl 3-bromophenyl ether by an ortho Claisen rearrangement in dimethylaniline as described in Helvetica Chemica Acta, 56(1), 14, (1973).

Sources & evidence

ORD record
ord-b9aa94396e5e4bcabdb30cf2b66b1958
Source dataset
uspto-grants-1993_11
Patent number
US05258379

Linked notes

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