Diisobutylaluminum hydride → (E)-3-(2',5'-dimethoxy-biphenyl-4-yl)-but-2-en-1-ol

HRID 984360Notes

Reaction equation

HRID 984360 reaction equation
CC(C[AlH]CC(C)C)C.[CH3:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][C:13]=1[C:20]1[CH:25]=[CH:24][C:23](/[C:26](/[CH3:33])=[CH:27]/[C:28](OCC)=[O:29])=[CH:22][CH:21]=1>>[CH3:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][C:13]=1[C:20]1[CH:21]=[CH:22][C:23](/[C:26](/[CH3:33])=[CH:27]/[CH2:28][OH:29])=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 14487Diisobutylaluminum hydrideHCID 22557594(E)-ethyl 3-(2',5'-dimethoxy-biphenyl-4-yl)-but-2-enoate

Product 1

HCID 69796389(E)-3-(2',5'-dimethoxy-biphenyl-4-yl)-but-2-en-1-ol

Procedure

The colourless gum (E)-3-(2′,5′-dimethoxy-biphenyl-4-yl)-but-2-en-1-ol was prepared by DIBAL-H reduction of (E)-ethyl 3-(2′,5′-dimethoxy-biphenyl-4-yl)-but-2-enoate by a procedure analogous to that described in example 52b.

Sources & evidence

ORD record
ord-d287f7214325432caf43a9c1346fde23
Source dataset
uspto-grants-2005_03
Patent number
US06867218B2

Reaction notes

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