Dicyclohexylcarbodiimide → HCID 18650834, compound

HRID 1609419Notes

Reaction equation

HRID 1609419 reaction equation
[Cl:1][CH:2]([CH3:16])[CH2:3][CH:4]([CH3:15])[O:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([OH:12])=[O:11])=[CH:8][CH:7]=1.[C:17]([C:19]1[CH:24]=[CH:23][C:22](O)=[CH:21][CH:20]=1)#[N:18].C1(N=C=NC2CCCCC2)CCCCC1>C(Cl)Cl>[C:17]([C:19]1[CH:24]=[CH:23][C:22]([O:11][C:10](=[O:12])[C:9]2[CH:13]=[CH:14][C:6]([O:5][C@@H:4]([CH3:15])[CH2:3][C@@H:2]([Cl:1])[CH3:16])=[CH:7][CH:8]=2)=[CH:21][CH:20]=1)#[N:18]

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 130194-CyanophenolHCID 20081233HCID 20081233, compound

Product 1

HCID 18650834HCID 18650834, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.00 g of 4-(3'-chloro-1'-methylbutoxy)benzoic acid, 0.50 g of 4-cyanophenol, 0.93 g of dicyclohexylcarbodiimide, 0.10 g of 4-pyrrolydinopyridine and 10 ml of methylene chloride were stirred together at room temperature for five hours. The dicyclohexyl urea thus precipitated was filtered and the filtrate was desolvated. The crude product thus obtained was purified by silica gel column chromatography with the use of a mixture of ethyl acetate and n-hexane (1:4) as a developing solvent to thereby give the title compound.

Workup

  1. customThe dicyclohexyl urea thus precipitated
  2. filtrationwas filtered
  3. customThe crude product thus obtained
  4. customwas purified by silica gel column chromatography with the use of a mixture of ethyl acetate and n-hexane (1:4) as a developing solvent

Sources & evidence

ORD record
ord-d1485c39d72b458f9a1cb668a33cd505
Source dataset
uspto-grants-1995_03
Patent number
US05401436

Reaction notes

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