Dicyclohexylcarbodiimide → HCID 178439113, compound

HRID 342358Notes

Reaction equation

HRID 342358 reaction equation
C1(N=C=NC2CCCCC2)CCCCC1.[CH2:16]([C:19]1[CH:24]=[CH:23][C:22]([C@H:25]2[CH2:30][CH2:29][C@H:28]([CH2:31][CH2:32][C:33]3[CH:40]=[CH:39][C:36]([CH2:37][OH:38])=[CH:35][CH:34]=3)[CH2:27][CH2:26]2)=[CH:21][CH:20]=1)[CH2:17][CH3:18]>C(Cl)Cl>[CH2:16]([C:19]1[CH:24]=[CH:23][C:22]([C@H:25]2[CH2:26][CH2:27][C@H:28]([CH2:31][CH2:32][C:33]3[CH:40]=[CH:39][C:36]([CH:37]=[O:38])=[CH:35][CH:34]=3)[CH2:29][CH2:30]2)=[CH:21][CH:20]=1)[CH2:17][CH3:18]

Participants

4

Reactant 2

HCID 10868DicyclohexylcarbodiimideHCID 178439114HCID 178439114, compound

Product 1

HCID 178439113HCID 178439113, compoundYield 27.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Dicyclohexylcarbodiimide in an amount of 12.9 g was suspended in 200 ml of methylene chloride and stirred. To the suspension was added dropwise a solution prepared by dissolving 10.1 g of the 4-(2-(trans-4-(4-n-propylphenyl)cyclohexyl)ethyl)benzyl alcohol mentioned above in 200 ml of methylene chloride, and stirred at room temperature for 2 hours. Crude reaction solution thus obtained was purified by a column chromatography over a silica gel, and then the solvent was distilled off under a reduced pressure to obtain 2.8 g of 4-(2-(trans-4-(4-n-propylphenyl)cyclohexyl)ethyl)benzaldehyde.

Workup

  1. additionTo the suspension was added dropwise a solution
  2. customprepared
  3. stirringstirred at room temperature for 2 hours
  4. customCrude reaction solution
  5. customthus obtained
  6. customwas purified by a column chromatography over a silica gel
  7. distillationthe solvent was distilled off under a reduced pressure

Sources & evidence

ORD record
ord-f6a15a56f31244f38949e6da145c87b3
Source dataset
uspto-grants-1999_01
Patent number
US05858275

Reaction notes

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