Diisobutylaluminumhydride → HCID 19965658, compound

HRID 977268Notes

Reaction equation

[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18](/[CH:21]=[CH:22]/[CH:23]=[CH:24]/[C:25](OCC)=[O:26])=[CH:17][CH:16]=1.[H-].C([Al+]CC(C)C)C(C)C>>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:13][CH2:14][C:15]1[CH:16]=[CH:17][C:18](/[CH:21]=[CH:22]/[CH:23]=[CH:24]/[CH2:25][OH:26])=[CH:19][CH:20]=1

Participants

Reactant 2

HCID 21225700Diisobutylaluminumhydride

HCID 86750608HCID 86750608, compound

Product 1

HCID 19965658HCID 19965658, compound

Procedure

Ethyl (E,E)-5-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethyl]phenyl]-2,4pentadienoate was reduced with diisobutylaluminum hydride in the same manner as in Reference Example 22 to yield (E,E)-5-[4-[2-(5-methyl-2-phenyl4-oxazolyl)ethyl]phenyl]-2,4-pentadien-1-ol, which was then recrystallized from ethyl acetate-hexane to yield colorless prisms having a melting point of 117°-118° C.

Sources & evidence

ORD record: ord-fe7157686b4e42a09fc8e1c71b416e10
Source dataset: uspto-grants-1997_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05614544

Reaction notes

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