Diisobutylaluminum hydride → (2E)-3-(4-bromophenyl)prop-2-en-1-ol

HRID 984414Notes

Reaction equation

HRID 984414 reaction equation
CC(C[AlH]CC(C)C)C.[Br:10][C:11]1[CH:16]=[CH:15][C:14](/[CH:17]=[CH:18]/[C:19](OCC)=[O:20])=[CH:13][CH:12]=1>>[Br:10][C:11]1[CH:12]=[CH:13][C:14](/[CH:17]=[CH:18]/[CH2:19][OH:20])=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 14487Diisobutylaluminum hydrideHCID 688115Ethyl trans-4-Bromocinnamate

Product 1

HCID 11183465(2E)-3-(4-bromophenyl)prop-2-en-1-ol

Procedure

The colourless solid (E)-3-(4-bromo-phenyl)-prop-2-en-1-ol was prepared by DIBAL-H reduction of (E)-ethyl 3-(4-bromo-phenyl)-acrylate (example 71a) as described for example 52b.

Sources & evidence

ORD record
ord-110ccde7a7db4b829ac23fbd1193f998
Source dataset
uspto-grants-2005_03
Patent number
US06867218B2

Reaction notes

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