Diisobutylaluminumhydride → HCID 19965628, compound

HRID 977257Notes

Reaction equation

[CH3:1][C:2]1[S:6][C:5]([CH2:7][CH2:8][C:9]2[CH:21]=[CH:20][C:12]([CH:13]=[CH:14][C:15](OCC)=[O:16])=[CH:11][CH:10]=2)=[N:4][C:3]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.[H-].C([Al+]CC(C)C)C(C)C>>[CH3:1][C:2]1[S:6][C:5]([CH2:7][CH2:8][C:9]2[CH:21]=[CH:20][C:12](/[CH:13]=[CH:14]/[CH2:15][OH:16])=[CH:11][CH:10]=2)=[N:4][C:3]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

Reactant 2

HCID 21225700Diisobutylaluminumhydride

HCID 53981278HCID 53981278, compound

Product 1

HCID 19965628HCID 19965628, compound

Procedure

Ethyl 4-[2-(5-methyl-4-phenyl-2-thiazolyl)ethyl]cinnamate was reduced with diisobutylaluminum hydride in the same manner as in Reference Example 22 to yield (E)-3-[4-[2-(5-methyl-4-phenyl-2thiazolyl)ethyl]phenyl]-2-propenol, which was then recrystallized from hexane to yield colorless plates having a melting point of 93°-94° C.

Sources & evidence

ORD record: ord-9c450fc7d8374b8dad1e8c070207627c
Source dataset: uspto-grants-1997_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05614544

Reaction notes

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