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

HRID 322409

Reaction equation

HRID 322409 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][CH2:10][N:11]2[CH:15]=[CH:14][N:13]=[CH:12]2)[CH:5]=[CH:6][CH:7]=1.Cl[CH2:17][C:18]1[N:19]=[C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[O:21][CH:22]=1>>[N:11]1([CH2:10][CH2:9][CH2:8][C:4]2[CH:3]=[C:2]([CH:7]=[CH:6][CH:5]=2)[O:1][CH2:17][C:18]2[N:19]=[C:20]([C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)[O:21][CH:22]=2)[CH:15]=[CH:14][N:13]=[CH:12]1

Participants

3

Reactant 2

HCID 35511964-(Chloromethyl)-2-phenyl-1,3-oxazoleHCID 220098091-[3-(3-Hydroxyphenyl)propyl]imidazole

Product 1

HCID 220097944-[3-[3-(1-Imidazolyl)propyl]phenoxymethyl]-2-phenyloxazoleYield 78%

Procedure

In substantially the same manner as in Working Example 72, 1-[3-(3-hydroxyphenyl)propyl]imidazole was allowed to react with 4-chloromethyl-2-phenyloxazole to give 4-[3-[3-(1-imidazolyl)propyl]phenoxymethyl]-2-phenyloxazole. The yield was 78%. Recrystallization from ethyl acetate-hexane gave colorless prisms, mp 62-63° C.

Sources & evidence

ORD record
ord-ee5044c8a3364c0ea2967013ad80aeb4
Source dataset
uspto-grants-2001_04
Patent number
US06211215B1

Linked notes

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