1-[3-(4-Hydroxyphenyl)propyl]imidazole → 2-Cyclohexyl-4-[4-[3-(1-imidazolyl)propyl]phenoxymethyl]oxazole

HRID 322382Notes

Reaction equation

HRID 322382 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[N:19]=[C:20]([CH:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)[O:21][CH:22]=1>>[CH:23]1([C:20]2[O:21][CH:22]=[C:18]([CH2:17][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:19]=2)[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]1

Participants

3

Reactant 2

HCID 220098181-[3-(4-Hydroxyphenyl)propyl]imidazoleHCID 222413794-(Chloromethyl)-2-cyclohexyl-1,3-oxazole

Product 1

HCID 220095882-Cyclohexyl-4-[4-[3-(1-imidazolyl)propyl]phenoxymethyl]oxazoleYield 38%

Procedure

In substantially the same manner as in Working Example 48, 1-[3-(4-hydroxyphenyl)propyl]imidazole was allowed to react with 4-chloromethyl-2-cyclohexyloxazole to give 2-cyclohexyl-4-[4-[3-(1-imidazolyl)propyl]phenoxymethyl]oxazole. The yield was 38%. Recrystallization from ether-hexane gave colorless prisms, mp 46-47° C.

Sources & evidence

ORD record
ord-b4515cc15a9c466dab6fd32dd30e8183
Source dataset
uspto-grants-2001_04
Patent number
US06211215B1

Reaction notes

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