Dimethylformamide dimethyl acetal → HCID 86725500, compound

HRID 878522Notes

Reaction equation

HRID 878522 reaction equation
[C:1]([O:4][C:5]1[CH:10]=[C:9]([C:11](=[O:13])[CH3:12])[CH:8]=[CH:7][C:6]=1[S:14]([CH3:17])(=[O:16])=[O:15])(=[O:3])[CH3:2].[CH3:18][N:19]([CH:21](OC)OC)[CH3:20]>CN(C=O)C>[C:1]([O:4][C:5]1[CH:10]=[C:9]([C:11](=[O:13])/[CH:12]=[CH:18]/[N:19]([CH3:21])[CH3:20])[CH:8]=[CH:7][C:6]=1[S:14]([CH3:17])(=[O:16])=[O:15])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 86725501HCID 86725501, compound

Product 1

HCID 86725500HCID 86725500, compoundYield 30%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 5-acetyl-2-(methylsulfonyl)phenyl acetate (1.5 g, 5.8 mmol) and DMF-DMA (1.2 g, 10 mmol) in DMF (20 mL) was stirred at 100° C. overnight. The reaction mixture was cooled, concentrated, and purified by flash column chromatography (PE/EtOAc=4:1˜2:1) to give the title compound (0.5 g, 30%). [M+H] Calc'd for C13H17NO4S, 284; Found, 284.

Workup

  1. temperatureThe reaction mixture was cooled
  2. concentrationconcentrated
  3. custompurified by flash column chromatography (PE/EtOAc=4:1˜2:1)

Sources & evidence

ORD record
ord-b74d75e06b7548adba86b3fc161f69ce
Source dataset
uspto-grants-2015_03
Patent number
US08987461B2

Reaction notes

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