Dicyclohexylcarbodiimide → HCID 17847777, compound

HRID 1199307Notes

Reaction equation

HRID 1199307 reaction equation
OC(C)COC1C=CC([C:11]2[CH:12]=[N:13][C:14]([C:17]3[CH:22]=[CH:21][C:20]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:19][CH:18]=3)=[N:15][CH:16]=2)=CC=1.C1(N=C=NC2CCCCC2)CCCCC1.CN(C1C=CC=CN=1)C>ClCCl>[CH2:23]([C:20]1[CH:19]=[CH:18][C:17]([C:14]2[N:13]=[CH:12][CH:11]=[CH:16][N:15]=2)=[CH:22][CH:21]=1)[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 218852-DimethylaminopyridineHCID 14496425HCID 14496425, compound

Product 1

HCID 17847777HCID 17847777, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 5 g of 5-[4-(2-hydroxypropyloxy)phenyl]-2-(4-nonylphenyl)pyrimidine, 2.6 g of S-2-butyloxypropanic acid, 4 g of dicyclohexylcarbodiimide, 0.3 g of dimethylaminopyridine and 60 ml of dichloromethane was stirred for two hours. After the obtained crystals were filtered off, toluene was added to the filtrate. The mixture was washed with an alkali solution and then with water. The solvent was distilled away. 4 g of S-5-{4-[2-butyloxypropionyloxy)propyloxy]phenyl}-2-(4-nonylphenyl)pyrimidine was obtained by recrystallization from a mixed solution of ethanol and ethyl acetate. Its melting point was 98.0° C.

Workup

  1. filtrationAfter the obtained crystals were filtered off
  2. additiontoluene was added to the filtrate
  3. washThe mixture was washed with an alkali solution
  4. distillationThe solvent was distilled away

Sources & evidence

ORD record
ord-826a7d829fcf43b6aa1780c9c84b44fd
Source dataset
uspto-grants-1990_02
Patent number
US04900472

Reaction notes

Loading…