Diisobutylaluminumhydride → HCID 19965667, compound

HRID 977256Notes

Reaction equation

HRID 977256 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[CH:13]=[CH:14][C:15]1[CH:27]=[CH:26][C:18](/[CH:19]=[CH:20]/[C:21](OCC)=[O:22])=[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/[CH:13]=[CH:14]/[C:15]1[CH:16]=[CH:17][C:18](/[CH:19]=[CH:20]/[CH2:21][OH:22])=[CH:26][CH:27]=1

Participants

3

Reactant 2

HCID 21225700DiisobutylaluminumhydrideHCID 86750604HCID 86750604, compound

Product 1

HCID 19965667HCID 19965667, compound

Procedure

Ethyl (E)-4-[2-(5-methyl-2-phenyl-4-oxazolyl)vinyl]cinnamate was reduced with diisobutylaluminum hydride in the same manner as in Reference Example 22 to yield (E,E)-3-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)vinyl]phenyl]-2-propenol, which was then recrystallized from ethyl acetate to yield light yellow prisms having a melting point of 165°-166° C.

Sources & evidence

ORD record
ord-96f86f620b4648a7b5947bb21bcb5ac0
Source dataset
uspto-grants-1997_03
Patent number
US05614544

Reaction notes

Loading…