Diisobutylaluminumhydride → HCID 18546174, compound

HRID 233296Notes

Reaction equation

[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18](/[C:21](/[CH3:27])=[CH:22]/[C:23](OC)=[O:24])=[CH:17][CH:16]=1.[H-].C([Al+]CC(C)C)C(C)C>>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:16]=[CH:17][C:18](/[C:21](/[CH3:27])=[CH:22]/[CH2:23][OH:24])=[CH:19][CH:20]=1

Participants

Reactant 2

HCID 21225700Diisobutylaluminumhydride

HCID 86754595HCID 86754595, compound

Product 1

HCID 18546174HCID 18546174, compound

Procedure

According to the method described for Reference Example 23, methyl (E)-3-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]-2-butenoate was subjected to reduction with diisobutylaluminum hydride to give (E)-3-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]-2-buten-1-ol. Recrystallization from ethyl acetate--hexane gave colorless prisms, m.p.126°-127° C.

Sources & evidence

ORD record: ord-e7802e5ce6604cf19f294767389c8a80
Source dataset: uspto-grants-1997_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05591862

Reaction notes

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