Diisobutylaluminum hydride → (E)-3-[1,1';3',1'']terphenyl-4''-yl-but-2-en-1-ol

HRID 984338Notes

Reaction equation

HRID 984338 reaction equation
[C:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]3[CH:18]=[CH:17][C:16](/[C:19](/[CH3:26])=[CH:20]/[C:21](OCC)=[O:22])=[CH:15][CH:14]=3)[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CC(C[AlH]CC(C)C)C>>[C:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]3[CH:14]=[CH:15][C:16](/[C:19](/[CH3:26])=[CH:20]/[CH2:21][OH:22])=[CH:17][CH:18]=3)[CH:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 14487Diisobutylaluminum hydrideHCID 22557623(E)-Ethyl 3-[1,1';3',1'']terphenyl-4''-yl-but-2-enoate

Product 1

HCID 20765800(E)-3-[1,1';3',1'']terphenyl-4''-yl-but-2-en-1-ol

Procedure

(E)-Ethyl 3-[1,1′;3′,1″]terphenyl-4″-yl-but-2-enoate (0.95 g, 2.77 mmol) was reduced with DIBAL-H by a procedure analogous to that described in example 52 b to give (E)-3-[1,1′;3′,1″]terphenyl-4″-yl-but-2-en-1-ol as a colourless solid; 0.81 g (97%).

Sources & evidence

ORD record
ord-e2aab9d58b9b4a7892dc200991b7fa2a
Source dataset
uspto-grants-2005_03
Patent number
US06867218B2

Reaction notes

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