Dimethylformamide dimethyl acetal → HCID 67132196, compound

HRID 2387331Notes

Reaction equation

HRID 2387331 reaction equation
[Si:1]([O:8][CH:9]([C:24]([F:27])([F:26])[F:25])[CH2:10][C:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[S:20]([NH2:23])(=[O:22])=[O:21])([CH3:13])[CH3:12])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].CO[CH:30](OC)[N:31]([CH3:33])[CH3:32]>ClCCl>[Si:1]([O:8][CH:9]([C:24]([F:25])([F:27])[F:26])[CH2:10][C:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[S:20]([N:23]=[CH:30][N:31]([CH3:33])[CH3:32])(=[O:21])=[O:22])([CH3:13])[CH3:12])([C:4]([CH3:5])([CH3:6])[CH3:7])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 58026154HCID 58026154, compound

Product 1

HCID 67132196HCID 67132196, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a round bottom flask was added 2-[3-(tert-butyldimethylsilanyloxy)-4,4,4-trifluoro-1,1-dimethylbutyl]benzenesulfonamide (750 mg, 1.76 mmol) in 25 mL of dry dichloromethane, followed by the addition of N,N-dimethylformamide dimethyl acetal (420 mg, 3.53 mmol). The reaction mixture was stirred at room temperature for 30 minutes. The reaction mixture was concentrated under high vacuum to afford 820 mg (100%) of 2-[3-(tert-butyldimethylsilanyloxy)-4,4,4-trifluoro-1,1-dimethylbutyl]-N-[1-dimethylaminomethylidene]benzenesulfonamide. MS (ES+) m/z 481 [M+H]+.

Workup

  1. concentrationThe reaction mixture was concentrated under high vacuum

Sources & evidence

ORD record
ord-fa52290f4465470588bb8af39cbfdbe6
Source dataset
uspto-grants-2012_09
Patent number
US08268859B2

Reaction notes

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