Diisobutylaluminum hydride → (E)-3-(2',6'-dimethoxy-biphenyl-4-yl)-but-2-en-1-ol

HRID 984332Notes

Reaction equation

HRID 984332 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[C:4]=1[C:11]1[CH:16]=[CH:15][C:14](/[C:17](/[CH3:24])=[CH:18]/[C:19](OCC)=[O:20])=[CH:13][CH:12]=1.CC(C[AlH]CC(C)C)C>>[CH3:10][O:9][C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[C:4]=1[C:11]1[CH:12]=[CH:13][C:14](/[C:17](/[CH3:24])=[CH:18]/[CH2:19][OH:20])=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 14487Diisobutylaluminum hydrideHCID 22557551HCID 22557551, compound

Product 1

HCID 69802675(E)-3-(2',6'-dimethoxy-biphenyl-4-yl)-but-2-en-1-ol

Procedure

(E)-Ethyl 3-(2′,6′-dimethoxy-biphenyl-4-yl)-but-2-enoate (0.90 g, 2.76 mmol) was reduced with DIBAL-H by a procedure analogous to that described in example 52 b to give (E)-3-(2′,6′-dimethoxy-biphenyl-4-yl)-but-2-en-1-ol as a colourless solid; 0.82 g (100%).

Sources & evidence

ORD record
ord-62903a9f96ba4142ac8eb065f09ae94c
Source dataset
uspto-grants-2005_03
Patent number
US06867218B2

Reaction notes

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