2-Benzyl-4-(chloromethyl)-1,3-oxazole → 2-Benzyl-4-[4-[3-(1-imidazolyl)propyl]phenoxymethyl]oxazole

HRID 322376Notes

Reaction equation

HRID 322376 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.[CH2:16]([C:23]1[O:24][CH:25]=[C:26]([CH2:28]Cl)[N:27]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[CH2:16]([C:23]1[O:24][CH:25]=[C:26]([CH2:28][O:1][C:2]2[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][N:11]3[CH:15]=[CH:14][N:13]=[CH:12]3)=[CH:4][CH:3]=2)[N:27]=1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 220096022-Benzyl-4-(chloromethyl)-1,3-oxazoleHCID 220098181-[3-(4-Hydroxyphenyl)propyl]imidazole

Product 1

HCID 220096132-Benzyl-4-[4-[3-(1-imidazolyl)propyl]phenoxymethyl]oxazoleYield 23%

Procedure

In substantially the same manner as in Working Example 37, 1-[3-(4-hydroxyphenyl)propyl]imidazole was allowed to react with 2-benzyl-4-chloromethyloxazole to give 2-benzyl-4-[4-[3-(1-imidazolyl)propyl]phenoxymethyl]oxazole. The yield was 23%. Recrystallization from ethyl acetate-isopropyl ether gave colorless prisms, mp 61-62° C.

Sources & evidence

ORD record
ord-fef9605da5ce413dbb333694fa16f7d4
Source dataset
uspto-grants-2001_04
Patent number
US06211215B1

Reaction notes

Loading…