1-[4-(4-Hydroxyphenyl)butyl]imidazole → 2-(4-Benzoylphenyl)-4-[4-[4-(1-imidazolyl)butyl]phenoxymethyl]oxazole

HRID 322443Notes

Reaction equation

HRID 322443 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.[C:17]([C:25]1[CH:30]=[CH:29][C:28]([C:31]2[O:32][CH:33]=[C:34]([CH2:36]Cl)[N:35]=2)=[CH:27][CH:26]=1)(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[C:17]([C:25]1[CH:30]=[CH:29][C:28]([C:31]2[O:32][CH:33]=[C:34]([CH2:36][O:1][C:2]3[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][N:12]4[CH:16]=[CH:15][N:14]=[CH:13]4)=[CH:4][CH:3]=3)[N:35]=2)=[CH:27][CH:26]=1)(=[O:24])[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 220096641-[4-(4-Hydroxyphenyl)butyl]imidazoleHCID 220098072-(4-Benzoylphenyl)-4-chloromethyloxazole

Product 1

HCID 220098402-(4-Benzoylphenyl)-4-[4-[4-(1-imidazolyl)butyl]phenoxymethyl]oxazoleYield 64%

Procedure

In substantially the same manner as in Working Example 109, 1-[4-(4-hydroxyphenyl)butyl]imidazole was allowed to react with 2-(4-benzoylphenyl)-4-chloromethyloxazole to give 2-(4-benzoylphenyl)-4-[4-[4-(1-imidazolyl)butyl]phenoxymethyl]oxazole. The yield was 64%. Recrystallization from ethyl acetate-hexane gave colorless prisms, mp 91-92° C.

Sources & evidence

ORD record
ord-51d1684226c14e9e97f9d0f632c9d32c
Source dataset
uspto-grants-2001_04
Patent number
US06211215B1

Reaction notes

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