Diisobutylaluminumhydride → HCID 21224432, compound

HRID 1584348Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:14]=[CH:13][C:6]([CH:7]=[CH:8][C:9](OC)=[O:10])=[CH:5][C:4]=1[O:15][CH2:16][C:17]1[N:18]=[C:19]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[O:20][C:21]=1[CH3:22].[H-].C([Al+]CC(C)C)C(C)C>>[CH3:1][O:2][C:3]1[CH:14]=[CH:13][C:6](/[CH:7]=[CH:8]/[CH2:9][OH:10])=[CH:5][C:4]=1[O:15][CH2:16][C:17]1[N:18]=[C:19]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[O:20][C:21]=1[CH3:22]

Participants

Reactant 2

HCID 21225700Diisobutylaluminumhydride

HCID 54560603HCID 54560603, compound

Product 1

HCID 21224432HCID 21224432, compound

Procedure

In substantially the same manner as in Reference Example 24, methyl 4-methoxy-3-(5-methyl-2-phenyl-4-oxazolylmethoxy)cinnamate was subjected to reduction with diisobutyl aluminum hydride to yield (E)-3-[4-methoxy-3-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]-2-propen-1-ol, which was recrystallized from ethyl acetate-ether to give pale yellow prisms, m.p.137-138° C.

Sources & evidence

ORD record: ord-74fc28967bb14ca1a969b2f66e3f9311
Source dataset: uspto-grants-1999_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05932601

Reaction notes

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