Dimethylformamide dimethyl acetal → HCID 53637293, compound

HRID 274295Notes

Reaction equation

HRID 274295 reaction equation
[OH:1][CH2:2][C:3]([CH2:12][CH3:13])([CH2:10][CH3:11])[CH2:4][CH2:5][S:6]([NH2:9])(=[O:8])=[O:7].CO[CH:16](OC)[N:17]([CH3:19])[CH3:18]>C1(C)C=CC=CC=1>[CH3:16][N:17]([CH:19]=[N:9][S:6]([CH2:5][CH2:4][C:3]([CH2:12][CH3:13])([CH2:10][CH3:11])[CH2:2][OH:1])(=[O:7])=[O:8])[CH3:18]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 10798467HCID 10798467, compound

Product 1

HCID 53637293HCID 53637293, compoundYield 96.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 2.0 g of the 4-hydroxy-3,3-diethyl-1-butanesulfonamide obtained in Reference Example 33 in 30 ml of toluene was added 1.2 g of N,N-dimethylformamide dimethyl acetal and the mixture was stirred at 90° C. for 1 hour. The solvent was then distilled off under reduced pressure. The residue was subjected to silica gel (70 g) column chromatograhy and elution was carried out with ethyl acetate-chloroform-methanol (20:20:1) to provide 2.43 g of the title compound as oil.

Workup

  1. distillationThe solvent was then distilled off under reduced pressure
  2. washThe residue was subjected to silica gel (70 g) column chromatograhy and elution

Sources & evidence

ORD record
ord-e527acad9c444323beec87ebfb032352
Source dataset
uspto-grants-1995_02
Patent number
US05389633

Reaction notes

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