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

HRID 1268272Notes

Reaction equation

HRID 1268272 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 52b 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-0c72a5e9f3fc47ed907e487883bcabc9
Source dataset
uspto-grants-2003_04
Patent number
US06555577B1

Reaction notes

Loading…