Dicyclohexylcarbodiimide → HCID 18650845, compound

HRID 1609425Notes

Reaction equation

HRID 1609425 reaction equation
[CH2:1]([O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:24]=[CH:23][C:19]([C:20]([OH:22])=[O:21])=[CH:18][CH:17]=2)=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[Cl:25][C@@H:26]([CH3:38])[CH2:27][C@H:28]([CH3:37])[O:29][C:30]1[CH:35]=[CH:34][C:33](O)=[CH:32][CH:31]=1.N1(C2C=CN=CC=2)CCCC1.C1(N=C=NC2CCCCC2)CCCCC1>C(Cl)Cl>[Cl:25][C@@H:26]([CH3:38])[CH2:27][C@H:28]([CH3:37])[O:29][C:30]1[CH:35]=[CH:34][C:33]([O:21][C:20](=[O:22])[C:19]2[CH:23]=[CH:24][C:16]([C:13]3[CH:14]=[CH:15][C:10]([O:9][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])=[CH:11][CH:12]=3)=[CH:17][CH:18]=2)=[CH:32][CH:31]=1

Participants

6

Reactant 4

HCID 10868DicyclohexylcarbodiimideHCID 755674-PyrrolidinopyridineHCID 28025564'-(Octyloxy)-[1,1'-biphenyl]-4-carboxylic acidHCID 18650836HCID 18650836, compound

Product 1

HCID 18650845HCID 18650845, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.36 g of 4-(4'-n-octyloxyphenyl)benzoic acid, 0.21 g of (S,S)-4-(3'-chloro-1'-methylbutoxy)phenol, 0.02 g of 4-pyrrolidinopyridine, 0.21 g of dicyclohexylcarbodiimide and 10 ml of methylene chloride were stirred together at room temperature for four hours. The dicyclohexyl urea thus precipitated was filtered and the filtrate was desolvated. The obtained residue was purified by silica gel column chromatography with the use of a mixture of n-hexane and ethyl acetate (9:1) as a developing solvent to thereby give the title compound.

Workup

  1. customThe dicyclohexyl urea thus precipitated
  2. filtrationwas filtered
  3. customThe obtained residue was purified by silica gel column chromatography with the use of a mixture of n-hexane and ethyl acetate (9:1) as a developing solvent

Sources & evidence

ORD record
ord-f241eb42988e4688b075125b3dc62f94
Source dataset
uspto-grants-1995_03
Patent number
US05401436

Reaction notes

Loading…