Potassium Carbonate → 2-(4-Hexyl-phenyl)-5-(4-propyl-benzyloxy)-pyrimidine

HRID 344978Notes

Reaction equation

HRID 344978 reaction equation
[OH:1][C:2]1[CH:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[CH:10][CH:9]=2)=[N:6][CH:7]=1.[CH2:20]([C:23]1[CH:30]=[CH:29][C:26]([CH2:27]Br)=[CH:25][CH:24]=1)[CH2:21][CH3:22].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:20]([C:23]1[CH:30]=[CH:29][C:26]([CH2:27][O:1][C:2]2[CH:7]=[N:6][C:5]([C:8]3[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[CH:10][CH:9]=3)=[N:4][CH:3]=2)=[CH:25][CH:24]=1)[CH2:21][CH3:22]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 6040412-(4-Hexylphenyl)-5-hydroxypyrimidineHCID 222468661-(Bromomethyl)-4-propylbenzene

Product 1

HCID 199927712-(4-Hexyl-phenyl)-5-(4-propyl-benzyloxy)-pyrimidine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 10.2 g of 5-hydroxy-2-(4-n-hexyl-phenyl)-pyrimidine, 8.6 g of 4-n-propylbenzyl bromide, 8.6 g of potassium carbonate and 50 ml of dimethylformamide are warmed at 90° for 10 hours. Conventional work-up gives 2-(4-n-hexylphenyl)-pyrimidin-5-yl p-n-propylbenzyl ether.

Workup

  1. temperatureare warmed at 90° for 10 hours

Sources & evidence

ORD record
ord-9931acab2c63485a8ba2b4a7b0f26312
Source dataset
uspto-grants-1991_10
Patent number
US05055221

Reaction notes

Loading…