4-(4-Hydroxyphenyl)butanenitrile → 4-[4-[2-(Benzo[b]furan-2-yl)-5-methyl-4-oxazolylmethoxy]phenyl]butyronitrile

HRID 233327Notes

Reaction equation

HRID 233327 reaction equation
[O:1]1[C:5]([C:6]2[O:7][C:8]([CH3:13])=[C:9]([CH2:11]Cl)[N:10]=2)=[CH:4][C:3]2[CH:14]=[CH:15][CH:16]=[CH:17][C:2]1=2.[OH:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][CH2:27][C:28]#[N:29])=[CH:21][CH:20]=1>>[O:1]1[C:5]([C:6]2[O:7][C:8]([CH3:13])=[C:9]([CH2:11][O:18][C:19]3[CH:20]=[CH:21][C:22]([CH2:25][CH2:26][CH2:27][C:28]#[N:29])=[CH:23][CH:24]=3)[N:10]=2)=[CH:4][C:3]2[CH:14]=[CH:15][CH:16]=[CH:17][C:2]1=2

Participants

3

Reactant 2

HCID 137810254-(4-Hydroxyphenyl)butanenitrileHCID 233613762-(Benzo[b]furan-2-yl)-4-chloromethyl-5-methyloxazole

Product 1

HCID 108616384-[4-[2-(Benzo[b]furan-2-yl)-5-methyl-4-oxazolylmethoxy]phenyl]butyronitrile

Procedure

According to the method described for Reference Example 45, 2-(benzo[b]furan-2-yl)-4-chloromethyl-5-methyloxazole was allowed to react with 4-(4-hydroxyphenyl)butyronitrile to give 4-[4-[2-(benzo[b]furan-2-yl)-5-methyl-4-oxazolylmethoxy]phenyl]butyronitrile. Recrystallization from dichloromethane--isopropyl ether gave colorless prisms, m.p.118°-119° C.

Sources & evidence

ORD record
ord-7fc8fa36c3654050acd49698aaca8b12
Source dataset
uspto-grants-1997_01
Patent number
US05591862

Reaction notes

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