Diisobutylaluminum hydride → (E)-3-(4-furan-2-yl-phenyl)-but-2-en-1-ol

HRID 1268295Notes

Reaction equation

HRID 1268295 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:11]=[CH:10][C:9](/[C:12](/[CH3:19])=[CH:13]/[C:14](OCC)=[O:15])=[CH:8][CH:7]=1.CC(C[AlH]CC(C)C)C>>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:11]=[CH:10][C:9](/[C:12](/[CH3:19])=[CH:13]/[CH2:14][OH:15])=[CH:8][CH:7]=1

Participants

3

Reactant 2

HCID 14487Diisobutylaluminum hydrideHCID 22557549(E)-ethyl 3-(4-furan-2-yl-phenyl)-but-2-enoate

Product 1

HCID 69800884(E)-3-(4-furan-2-yl-phenyl)-but-2-en-1-ol

Procedure

(E)-Ethyl 3-(4-furan-2-yl-phenyl)-but-2-enoate was reduced with DIBAL-H by a procedure analogous to that described in example 50b, to give the colourless solid (E)-3-(4-furan-2-yl-phenyl)-but-2-en-1-ol.

Sources & evidence

ORD record
ord-83422c6873c246c3a6d3b43599ebaedc
Source dataset
uspto-grants-2003_04
Patent number
US06555577B1

Reaction notes

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