Dicyclohexylcarbodiimide → HCID 54368045, compound

HRID 620450Notes

Reaction equation

HRID 620450 reaction equation
[CH2:1]([C:11]1[CH:12]=[N:13][C:14]([C:17]2[CH:25]=[CH:24][C:20]([C:21]([OH:23])=[O:22])=[CH:19][CH:18]=2)=[N:15][CH:16]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[F:26][C:27]1[CH:32]=[C:31]([CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])[CH:30]=[CH:29][C:28]=1O.C1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[CH2:1]([C:11]1[CH:16]=[N:15][C:14]([C:17]2[CH:25]=[CH:24][C:20]([C:21]([O:23][C:28]3[CH:29]=[CH:30][C:31]([CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])=[CH:32][C:27]=3[F:26])=[O:22])=[CH:19][CH:18]=2)=[N:13][CH:12]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 146458194-(5-Decylpyrimidin-2-yl)benzoic acidHCID 21247192HCID 21247192, compound

Product 1

HCID 54368045HCID 54368045, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

17.0 g of 4-(5-decylpyrimidin-2-yl)-benzoic acid (prepared from 4-(5-decylpyrimidin-2-yl)-benzonitrile by saponification) and 11.1 g of 2-fluoro-4-nonylphenol are introduced into 200 ml of dichloromethane and 11.0 g of dicyclohexylcarbodiimide are added. The mixture is stirred for 4 hours at 20°, the precipitated urea is filtered off under suction, and the filtrate is concentrated to a small volume. After adsorptive filtration of the residue over silica gel using ethyl acetate as eluant, 2-fluoro-4-nonylphenyl 4-(5-decylpyrimidin-2-yl)-benzoate is obtained.

Workup

  1. additionare added
  2. filtrationthe precipitated urea is filtered off under suction
  3. concentrationthe filtrate is concentrated to a small volume
  4. filtrationAfter adsorptive filtration of the residue over silica gel

Sources & evidence

ORD record
ord-86af381eb3494c4b8a856e549d93e570
Source dataset
uspto-grants-1989_04
Patent number
US04820839

Reaction notes

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