1-[3-(3-Hydroxyphenyl)propyl]imidazole → HCID 22009625, compound

HRID 322405

Reaction equation

HRID 322405 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.[CH2:16]([O:23][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)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[CH2:16]([O:23][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][CH:5]=[C:4]([CH2:8][CH2:9][CH2:10][N:11]4[CH:15]=[CH:14][N:13]=[CH:12]4)[CH:3]=3)[N:34]=2)=[CH:26][CH:25]=1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 220098091-[3-(3-Hydroxyphenyl)propyl]imidazoleHCID 220098452-(4-Benzyloxy-phenyl)-4-chloromethyl-oxazole

Product 1

HCID 22009625HCID 22009625, compoundYield 81%

Procedure

In substantially the same manner as in Working Example 72, 1-[3-(3-(3-hydroxyphenyl)propyl]imidazole was allowed to react with 2-(4-benzyloxyphenyl)-4-chloromethyloxazole to give 2-(4-benzyloxyphenyl)-4-[3-[3-(1-imidazolyl)propyl]phenoxymethyl]oxazole. The yield was 81%. Recrystallization from ethyl acetate-hexane gave colorless prisms, mp 144-145° C.

Sources & evidence

ORD record
ord-b40a9129cf504fcc8cbcba254d087a33
Source dataset
uspto-grants-2001_04
Patent number
US06211215B1

Linked notes

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