Dichloromethane → HCID 10758665, compound

HRID 1940143Notes

Reaction equation

HRID 1940143 reaction equation
CS[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH2:13][CH2:12][C:11](=[O:14])[C:10]=2[O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:5][CH:4]=1.O[O:23][S:24]([O-:26])=O.[K+].Cl[CH2:29]Cl>CO.O>[CH3:29][S:24]([C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH2:13][CH2:12][C:11](=[O:14])[C:10]=2[O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:7][CH:8]=1)(=[O:26])=[O:23]

Participants

6

Reactant 3

HCID 6344DichloromethaneHCID 22114259HCID 22114259, compoundHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 10758665HCID 10758665, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

To the compound obtained in Step 2 (60 mg) in dichloromethane (4.5 mL) and methanol (2.4 mL) was added Oxone® (450 mg) in water (1 mL) and the reaction mixture was stirred for 1 h. Water was added to the mixture which was then extracted with dichloromethane, the organic layers were combined and dried over MgSO4, filtered and the solvent evaporated under vacuum. Purification by silica gel chromatography afforded the title compound.

Workup

  1. extractionwas then extracted with dichloromethane
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customthe solvent evaporated under vacuum
  5. customPurification by silica gel chromatography

Sources & evidence

ORD record
ord-70f6b6dffff74eb2b9687a213e42c941
Source dataset
uspto-grants-1997_12
Patent number
US05698584

Reaction notes

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