Diisobutylaluminumhydride → HCID 19965629, compound

HRID 977266Notes

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

Participants

Reactant 2

HCID 21225700Diisobutylaluminumhydride

HCID 54015069HCID 54015069, compound

Product 1

HCID 19965629HCID 19965629, compound

Procedure

Ethyl 4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethyl]cinnamate was reduced with diisobutylaluminum hydride in the same manner as in Reference Example 22 to yield (E)-3-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethyl]phenyl]2-propenol, which was then recrystallized from ethyl acetate-hexane to yield colorless needles having a melting point of 102°-103° C.

Sources & evidence

ORD record: ord-6a7becfc0095414b83d2feae46dd370b
Source dataset: uspto-grants-1997_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05614544

Reaction notes

Loading…