Diisobutylaluminum hydride → (E)-3-(2',3'-dichloro-biphenyl-4-yl)-but-2-en-1-ol

HRID 984328Notes

Reaction equation

HRID 984328 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][C:12](/[C:15](/[CH3:22])=[CH:16]/[C:17](OCC)=[O:18])=[CH:11][CH:10]=1.CC(C[AlH]CC(C)C)C>>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][C:12](/[C:15](/[CH3:22])=[CH:16]/[CH2:17][OH:18])=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 14487Diisobutylaluminum hydrideHCID 22557696(E)-Ethyl 3-(2',3'-dichloro-biphenyl-4-yl)-but-2-enoate

Product 1

HCID 69801043(E)-3-(2',3'-dichloro-biphenyl-4-yl)-but-2-en-1-ol

Procedure

(E)-Ethyl 3-(2′,3′-dichloro-biphenyl-4-yl)-but-2-enoate (1.07 g, 3.19 mmol) was reduced with DIBAL-H by a procedure analogous to that described in example 52 b to give (E)-3-(2′,3′-dichloro-biphenyl-4-yl)-but-2-en-1-ol as a colourless solid; 0.74 g (79%).

Sources & evidence

ORD record
ord-cc7115deecd34c90b6f9bb0f72a675a6
Source dataset
uspto-grants-2005_03
Patent number
US06867218B2

Reaction notes

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