Diisobutylaluminumhydride → HCID 10892595, compound

HRID 233309Notes

Reaction equation

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

Participants

Reactant 2

HCID 21225700Diisobutylaluminumhydride

HCID 53694264HCID 53694264, compound

Product 1

HCID 10892595HCID 10892595, compound

Procedure

According to the method described for Reference Example 23, methyl 4-(5-methyl-4-phenyl-2-oxazolylmethoxy)cinnamate was subjected to reduction with diisobutylaluminum hydride to give (E)-3-[4-(5-methyl-4-phenyl-2-oxazolylmethoxy)phenyl]-2-propen-1-ol. Recrystallization from chloroform-isopropyl ether gave colorless prisms, m.p.154°-155° C.

Sources & evidence

ORD record: ord-0e958592761a41b69219972fef89ef33
Source dataset: uspto-grants-1997_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05591862

Reaction notes

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