Dicyclohexylcarbodiimide → HCID 178444511, compound

HRID 1614116Notes

Reaction equation

HRID 1614116 reaction equation
C1(N=C=NC2CCCCC2)CCCCC1.[F:16][C:17]([F:29])([C:22]1[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=1)[C:18]([F:21])([F:20])[F:19].[CH2:30]([C@H:35]1[CH2:40][CH2:39][C@H:38]([C@H:41]2[CH2:46][CH2:45][C@H:44]([C:47](O)=[O:48])[CH2:43][CH2:42]2)[CH2:37][CH2:36]1)[CH2:31][CH2:32][CH2:33][CH3:34].CN(C1C=CC=CN=1)C>C(Cl)Cl>[CH2:30]([C@H:35]1[CH2:40][CH2:39][C@H:38]([C@H:41]2[CH2:42][CH2:43][C@H:44]([C:47]([O:28][C:25]3[CH:26]=[CH:27][C:22]([C:17]([F:29])([F:16])[C:18]([F:20])([F:19])[F:21])=[CH:23][CH:24]=3)=[O:48])[CH2:45][CH2:46]2)[CH2:37][CH2:36]1)[CH2:31][CH2:32][CH2:33][CH3:34]

Participants

6

Reactant 4

HCID 10868DicyclohexylcarbodiimideHCID 218852-DimethylaminopyridineHCID 10856782Phenol, 4-(pentafluoroethyl)-HCID 178444515HCID 178444515, compound

Product 1

HCID 178444511HCID 178444511, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

0.1 mol of dicyclohexylcarbodiimide (DCC) in 30 ml of CH2Cl2 is added with stirring at about 10° to a mixture of 0.1 mol of 4-(pentafluoroethyl)-phenol (preparation analogously to Bull. Chem. Soc. Japan, 57 (1984) 3361), 0.1 mol of trans-4-(trans-4-pentylcyclohexyl)-cyclohexanecarboxylic acid and 0.01 mol of dimethylamino-pyridine and 150 ml of CH2Cl2, and the mixture is then stirred for 15 hours at room temperature. It is filtered over silica gel, the solvent is evaporated and further purification gives 4-(pentafluoroethyl)-phenyl trans-4-(trans-4-pentylcyclohexyl)-cyclohexanoate.

Workup

  1. custompreparation analogously to Bull
  2. filtrationIt is filtered over silica gel
  3. customthe solvent is evaporated
  4. customfurther purification

Sources & evidence

ORD record
ord-43a6c95a1c19406d998afd3bdc40f4de
Source dataset
uspto-grants-1993_03
Patent number
US05196140

Reaction notes

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