4-(Chloromethyl)-2-phenyl-1,3-oxazole → 4-[4-[4-(1-Imidazolyl)butyl]phenoxymethyl]-2-phenyloxazole

HRID 322408Notes

Reaction equation

HRID 322408 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][N:12]2[CH:16]=[CH:15][N:14]=[CH:13]2)=[CH:4][CH:3]=1.Cl[CH2:18][C:19]1[N:20]=[C:21]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[O:22][CH:23]=1>>[N:12]1([CH2:11][CH2:10][CH2:9][CH2:8][C:5]2[CH:6]=[CH:7][C:2]([O:1][CH2:18][C:19]3[N:20]=[C:21]([C:24]4[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=4)[O:22][CH:23]=3)=[CH:3][CH:4]=2)[CH:16]=[CH:15][N:14]=[CH:13]1

Participants

3

Reactant 2

HCID 35511964-(Chloromethyl)-2-phenyl-1,3-oxazoleHCID 220096641-[4-(4-Hydroxyphenyl)butyl]imidazole

Product 1

HCID 220097634-[4-[4-(1-Imidazolyl)butyl]phenoxymethyl]-2-phenyloxazoleYield 89%

Procedure

In substantially the same manner as in Working Example 72, 1-[4-(4-hydroxyphenyl)butyl]imidazole was allowed to react with 4-chloromethyl-2-phenyloxazole to give 4-[4-[4-(1-imidazolyl)butyl]phenoxymethyl]-2-phenyloxazole. The yield was 89%. Recrystallization from ethyl acetate-hexane gave colorless prisms, mp 113-114° C.

Sources & evidence

ORD record
ord-5aa711f16bac4fe584b4bbafee5d3270
Source dataset
uspto-grants-2001_04
Patent number
US06211215B1

Reaction notes

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