Dichloromethane → HCID 21479058, compound

HRID 1449638Notes

Reaction equation

HRID 1449638 reaction equation
[CH2:1]([C:5]1[N:6]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[C:31]([O:33][CH3:34])=[O:32])=[CH:21][CH:20]=2)[C:7]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:8]([S:10][CH2:11][CH3:12])[N:9]=1)[CH2:2][CH2:3][CH3:4].C(Cl)Cl.ClC1C=CC=C(C(OO)=[O:46])C=1>O>[CH2:1]([C:5]1[N:6]([CH2:18][C:19]2[CH:20]=[CH:21][C:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[C:31]([O:33][CH3:34])=[O:32])=[CH:23][CH:24]=2)[C:7]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:8]([S:10]([CH2:11][CH3:12])=[O:46])[N:9]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 70297m-Chloroperbenzoic acidHCID 21479043HCID 21479043, compound

Product 1

HCID 21479058HCID 21479058, compoundYield 77.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

500 mg of product obtained in Example 5 with 5 cm3 of methylene chloride and 215 mg of meta chloroperbenzoic acid is agitated for 2 hours at ambient temperature. The mixture is poured into 50 cm3 of water, extracted 3 times with 50 cm3 of methylene chloride, the extracts are dried, filtered and brought to dryness under reduced pressure. The residue (675 mg) is chromatographed on silica (eluant: methylene chloride - acetone (6-4)). 400 mg of the desired product is obtained.

Workup

  1. extractionextracted 3 times with 50 cm3 of methylene chloride
  2. customthe extracts are dried
  3. filtrationfiltered
  4. customThe residue (675 mg) is chromatographed on silica (eluant: methylene chloride - acetone (6-4))

Sources & evidence

ORD record
ord-c3c995dd753e4309b7771b5173e2b650
Source dataset
uspto-grants-1997_02
Patent number
US05599830

Reaction notes

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