Diisobutylaluminumhydride → HCID 19965621, compound

HRID 977273Notes

Reaction equation

[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:7][C:8]([CH3:28])=[C:9](/[CH:11]=[CH:12]/[C:13]2[CH:18]=[CH:17][C:16](/[CH:19]=[CH:20]/[CH:21]=[CH:22]/[C:23](OCC)=[O:24])=[CH:15][CH:14]=2)[N:10]=1.[H-].C([Al+]CC(C)C)C(C)C>>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:7][C:8]([CH3:28])=[C:9](/[CH:11]=[CH:12]/[C:13]2[CH:14]=[CH:15][C:16](/[CH:19]=[CH:20]/[CH:21]=[CH:22]/[CH2:23][OH:24])=[CH:17][CH:18]=2)[N:10]=1

Participants

Reactant 2

HCID 21225700Diisobutylaluminumhydride

HCID 86750611HCID 86750611, compound

Product 1

HCID 19965621HCID 19965621, compound

Procedure

Ethyl (E,E,E)-5-[4-[2-[2-(2-furyl)-5-methyl-4-oxazolyl]vinyl]phenyl]2,4-pentadienoate was reduced with diisobutylaluminum hydride in the same manner as in Reference Example 22 to yield (E,E,E)-5-[4-[2-[2-(2-furyl)-5-methyl-4-oxazolyl]vinyl]phenyl]-2,4-pentadien-1-ol, which was then recrystallized from ethyl acetate to yield colorless needles having a melting point of198°-199° C.

Sources & evidence

ORD record: ord-d2e1d285ed744d9fb7d964ccaecd55c0
Source dataset: uspto-grants-1997_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05614544

Reaction notes

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