Dicyclohexylcarbodiimide → HCID 18650844, compound

HRID 1609424Notes

Reaction equation

HRID 1609424 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:17]=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.[Cl:18][C@@H:19]([CH3:31])[CH2:20][C@H:21]([CH3:30])[O:22][C:23]1[CH:28]=[CH:27][C:26](O)=[CH:25][CH:24]=1.C1(N=C=NC2CCCCC2)CCCCC1.N1(C2C=CN=CC=2)CCCC1>C(Cl)Cl>[Cl:18][C@@H:19]([CH3:31])[CH2:20][C@H:21]([CH3:30])[O:22][C:23]1[CH:28]=[CH:27][C:26]([O:14][C:13](=[O:15])[C:12]2[CH:16]=[CH:17][C:9]([C:6]3[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=3)=[CH:10][CH:11]=2)=[CH:25][CH:24]=1

Participants

6

Reactant 4

HCID 10868DicyclohexylcarbodiimideHCID 755674-PyrrolidinopyridineHCID 27595524'-Methoxy(1,1'-biphenyl)-4-carboxylic acidHCID 18650836HCID 18650836, compound

Product 1

HCID 18650844HCID 18650844, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.50 g of 4-(4'-methoxyphenyl)benzoic acid, 0.44 g of (S,S)-4-(3'-chloro-1'-methylbutoxy)phenol, 0.45 g of dicyclohexylcarbodiimide, 0.05 g of 4-pyrrolidinopyridine and 20 ml of methylene chloride were stirred together at room temperature for five hours. The crude product obtained in the same manner as the one described in Example 8 was purified by silica gel column chromatography with the use of a mixture of n-hexane and ethyl acetate (85:15) as a developing solvent and recrystallized from ethyl alcohol to thereby give the title compound.

Workup

  1. customThe crude product obtained in the same manner as the one
  2. customwas purified by silica gel column chromatography with the use of a mixture of n-hexane and ethyl acetate (85:15) as a developing solvent
  3. customrecrystallized from ethyl alcohol

Sources & evidence

ORD record
ord-cdb6b6cc18024c989dc1ad8b9d91952f
Source dataset
uspto-grants-1995_03
Patent number
US05401436

Reaction notes

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