Guaiacol → HCID 53662728, compound

HRID 1491676Notes

Reaction equation

HRID 1491676 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([CH2:13][CH2:14][CH2:15]I)[O:11][CH:12]=2)=[CH:4][CH:3]=1.[C:17]1([O:24][CH3:25])[C:18](=[CH:20][CH:21]=[CH:22][CH:23]=1)[OH:19].C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([CH2:13][CH2:14][CH2:15][O:19][C:18]3[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=3[O:24][CH3:25])[O:11][CH:12]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 460GuaiacolHCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 18953958HCID 18953958, compound

Product 1

HCID 53662728HCID 53662728, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-(4-chlorophenyl)-2-(3-iodopropyl)oxazole (0.5 g), guaiacol (0.19 ml), potassium carbonate (0.24 g) and N,N-dimethylformamide (5 ml) was stirred for 30 minutes at 60° to 65° C. and poured into water. The precipitated crystals were collected by filtration to obtain 4-(4-chlorophenyl)-2-[3-(2-methoxyphenoxy) propyl]oxazole (0.445 g, 90%). Recrystallization from ether-hexane gave colorless prisms of mp 94°-95° C.

Workup

  1. filtrationThe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-f12c39d48ebf43f89bf7d1cae09be139
Source dataset
uspto-grants-1994_12
Patent number
US05371098

Reaction notes

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