Dicyclohexylcarbodiimide → HCID 18650844, compound

HRID 1589767Notes

Reaction equation

HRID 1589767 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-pyrrolidino-pyridine 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 slcohol 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 slcohol

Sources & evidence

ORD record
ord-45d6935d72884e2e9e72700299d44df0
Source dataset
uspto-grants-1993_04
Patent number
US05200111

Reaction notes

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