Ethyl (2E,4E)-5-[4-(trifluoromethyl)phenyl]-2,4-pentadienoate → (2E,4E)-5-[4-(Trifluoromethyl)phenyl]-2,4-pentadien-1-ol

Reaction equation

[F:1][C:2]([F:19])([F:18])[C:3]1[CH:8]=[CH:7][C:6](/[CH:9]=[CH:10]/[CH:11]=[CH:12]/[C:13](OCC)=[O:14])=[CH:5][CH:4]=1.[H-].C([Al+]CC(C)C)C(C)C>>[F:1][C:2]([F:18])([F:19])[C:3]1[CH:4]=[CH:5][C:6](/[CH:9]=[CH:10]/[CH:11]=[CH:12]/[CH2:13][OH:14])=[CH:7][CH:8]=1

Participants

Reactant 2

HCID 10801960Ethyl (2E,4E)-5-[4-(trifluoromethyl)phenyl]-2,4-pentadienoate

HCID 21225700Diisobutylaluminumhydride

Product 1

HCID 10799344(2E,4E)-5-[4-(Trifluoromethyl)phenyl]-2,4-pentadien-1-ol

Procedure

Ethyl (2E,4E)-5-[4-(trifluoromethyl)phenyl]-2,4-pentadienoate was treated with diisobutyl aluminum hydride in the same manner as in Reference example 21 to obtain the title compound in quantitative yield.

Sources & evidence

ORD record: ord-0060131b169b4517840740ee5b317ec0
Source dataset: uspto-grants-1999_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05977152

Reaction notes

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