Aluminium lithium hydride → HCID 23361361, compound

HRID 233318Notes

Reaction equation

HRID 233318 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:16]=[CH:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH:8]=2)=[N:4][C:3]=1[CH2:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][CH2:27][CH2:28][C:29](OC)=[O:30])=[CH:21][CH:20]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:16]=[CH:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH:8]=2)=[N:4][C:3]=1[CH2:17][O:18][C:19]1[CH:20]=[CH:21][C:22]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][OH:30])=[CH:23][CH:24]=1

Participants

3

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 23361346HCID 23361346, compound

Product 1

HCID 23361361HCID 23361361, compound

Procedure

According to the method described for Reference Example 45, 4-chloromethyl-5-methyl-3-(2-naphthyl)oxazole was allowed to react with methyl 5-(4-hydroxyphenyl)valerate to give methyl 5-[4-[5-methyl-2-(2-naphthyl)-4-oxazolylmethoxy]phenyl]valerate. Then, according to the method described for Reference Example 42, methyl 5-[4-[5-methyl-2-(2-naphthyl)-4-oxazolylmethoxy]phenyl]valerate was subjected to reduction with lithium aluminum hydride to give 5-[4-[5-methyl-2-(2-naphthyl)-4-oxazolylmethoxy]phenyl]pentan-1-ol. Recrystallization from ethyl acetate--ether gave colorless needles, m.p.128°-129° C.

Sources & evidence

ORD record
ord-1124b39e54614299b8a9c12adce478ee
Source dataset
uspto-grants-1997_01
Patent number
US05591862

Reaction notes

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