1-[3-(4-Hydroxyphenyl)propyl]imidazole → 2-[4-[3-(1-Imidazolyl)propyl]phenoxymethyl]-5-phenylbenzoxazole

HRID 322400Notes

Reaction equation

HRID 322400 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.Cl[CH2:17][C:18]1[O:19][C:20]2[CH:26]=[CH:25][C:24]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[CH:23][C:21]=2[N:22]=1>>[N:11]1([CH2:10][CH2:9][CH2:8][C:5]2[CH:6]=[CH:7][C:2]([O:1][CH2:17][C:18]3[O:19][C:20]4[CH:26]=[CH:25][C:24]([C:27]5[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=5)=[CH:23][C:21]=4[N:22]=3)=[CH:3][CH:4]=2)[CH:15]=[CH:14][N:13]=[CH:12]1

Participants

3

Reactant 2

HCID 220098181-[3-(4-Hydroxyphenyl)propyl]imidazoleHCID 22064189HCID 22064189, compound

Product 1

HCID 220098662-[4-[3-(1-Imidazolyl)propyl]phenoxymethyl]-5-phenylbenzoxazoleYield 77%

Procedure

In substantially the same manner as in Working Example 72, 1-[3-(4-hydroxyphenyl)propyl]imidazole was allowed to react with 2-chloromethyl-5-phenylbenzoxazole to give 2-[4-[3-(1-imidazolyl)propyl]phenoxymethyl]-5-phenylbenzoxazole. The yield was 77%. Recrystallization from ethyl acetate-hexane gave pale yellow plates, mp 123-124° C.

Sources & evidence

ORD record
ord-20642c78c99a4b7b8c0fd871d9c5b170
Source dataset
uspto-grants-2001_04
Patent number
US06211215B1

Reaction notes

Loading…