4-(Chloromethyl)-5-methyl-2-(naphthalen-2-yl)-1,3-oxazole → 4-[4-[5-Methyl-2-(2-naphthyl)-4-oxazolylmethoxy]phenyl]butyronitrile

HRID 233317Notes

Reaction equation

HRID 233317 reaction equation
Cl[CH2:2][C:3]1[N:4]=[C:5]([C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH:10]=2)[O:6][C:7]=1[CH3:8].[OH:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][CH2:28][C:29]#[N:30])=[CH:22][CH:21]=1>>[CH3:8][C:7]1[O:6][C:5]([C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH:10]=2)=[N:4][C:3]=1[CH2:2][O:19][C:20]1[CH:21]=[CH:22][C:23]([CH2:26][CH2:27][CH2:28][C:29]#[N:30])=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 121580734-(Chloromethyl)-5-methyl-2-(naphthalen-2-yl)-1,3-oxazoleHCID 137810254-(4-Hydroxyphenyl)butanenitrile

Product 1

HCID 117286724-[4-[5-Methyl-2-(2-naphthyl)-4-oxazolylmethoxy]phenyl]butyronitrile

Procedure

According to the method described for Reference Example 45, 4-chloromethyl-5-methyl-2-(2-naphthyl)oxazole was allowed to react with 4-(4-hydroxyphenyl)butyronitrile to give 4-[4-[5-methyl-2-(2-naphthyl)-4-oxazolylmethoxy]phenyl]butyronitrile. Recrystallization from chloroform-ether gave colorless prisms, m.p.149°-151° C.

Sources & evidence

ORD record
ord-3e8c725afc234ad6bbca1b77f914e23d
Source dataset
uspto-grants-1997_01
Patent number
US05591862

Reaction notes

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