Diisobutylaluminumhydride → HCID 23361354, compound

HRID 233324Notes

Reaction equation

HRID 233324 reaction equation
[CH3:1][C:2]1[O:6][C:5]([CH2:7][O:8][C:9]2[CH:20]=[CH:19][CH:18]=[CH:17][C:10]=2[CH:11]=[CH:12][C:13](OC)=[O:14])=[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][CH:18]=[CH:17][C:10]=2/[CH:11]=[CH:12]/[CH2:13][OH:14])=[N:4][C:3]=1[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

3

Procedure

According to the method described for Reference Example 23, methyl 2-(5-methyl-4-phenyl-2-oxazolylmethoxy)cinnamate was subjected to reduction with diisobutylaluminum hydride to give (E)-3-[2-(5-methyl-4-phenyl-2-oxazolylmethoxy)phenyl]-2-propen-1-ol. Recrystallization from ethyl acetate-ether gave colorless prisms, m.p.128°-129° C.

Sources & evidence

ORD record
ord-acba488e24b44ee8873e669b6dfb9490
Source dataset
uspto-grants-1997_01
Patent number
US05591862

Reaction notes

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