2-(4-Benzoylphenyl)-4-chloromethyloxazole → 2-(4-Benzoylphenyl)-4-[4-[3-(1-imidazolyl)propyl]phenoxymethyl]oxazole

HRID 322396Notes

Reaction equation

HRID 322396 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][N:11]2[CH:15]=[CH:14][N:13]=[CH:12]2)=[CH:4][CH:3]=1.[C:16]([C:24]1[CH:29]=[CH:28][C:27]([C:30]2[O:31][CH:32]=[C:33]([CH2:35]Cl)[N:34]=2)=[CH:26][CH:25]=1)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[C:16]([C:24]1[CH:29]=[CH:28][C:27]([C:30]2[O:31][CH:32]=[C:33]([CH2:35][O:1][C:2]3[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][N:11]4[CH:15]=[CH:14][N:13]=[CH:12]4)=[CH:4][CH:3]=3)[N:34]=2)=[CH:26][CH:25]=1)(=[O:23])[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 220098072-(4-Benzoylphenyl)-4-chloromethyloxazoleHCID 220098181-[3-(4-Hydroxyphenyl)propyl]imidazole

Product 1

HCID 220098562-(4-Benzoylphenyl)-4-[4-[3-(1-imidazolyl)propyl]phenoxymethyl]oxazoleYield 78%

Procedure

In substantially the same manner as in Working Example 72, 1-[3-(4-hydroxyphenyl)propyl]imidazole was allowed to react with 2-(4-benzoylphenyl)-4-chloromethyloxazole to give 2-(4-benzoylphenyl)-4-[4-[3-(1-imidazolyl)propyl]phenoxymethyl]oxazole. The yield was 78%. Recrystallization from ethyl acetate-hexane gave colorless prisms, mp 112-113° C.

Sources & evidence

ORD record
ord-510672a4443c403493e6f43c32d4e806
Source dataset
uspto-grants-2001_04
Patent number
US06211215B1

Reaction notes

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