Dimethylformamide dimethyl acetal → HCID 69073013, compound

HRID 733144Notes

Reaction equation

HRID 733144 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15](=[O:17])[CH3:16])[CH:10]=1.CO[CH:22](OC)[N:23]([CH3:25])[CH3:24]>CN(C=O)C>[CH3:22][N:23]([CH3:25])[CH:24]=[CH:16][C:15]([C:11]1[CH:10]=[C:9]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[C:2]([F:18])([F:19])[F:1])[CH:14]=[CH:13][CH:12]=1)=[O:17]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 200997531-[2'-(Trifluoromethyl)[1,1'-biphenyl]-3-yl]ethan-1-one

Product 1

HCID 69073013HCID 69073013, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 1-(2′-trifluoromethyl-1,1′-biphenyl-3-yl)ethanone (0.325 g, 1.3 mmol) in DMF (1.45 mL) was added 1,1-dimethoxy-N,N-dimethylmethanamine (0.18 mL, 1.43 mL), and the solution was heated in a Smith Creator™ microwave reactor (commercially available from Personal Chemistry, Inc.) at 165° C. for 1200 seconds. The mixture was cooled to room temperature, partitioned between EtOAc and water, washed with brine, dried over sodium sulfate filtered and concentrated to give 0.395 g of the crude product (95%) (which was used as such for the subsequent step.

Workup

  1. temperaturethe solution was heated in a Smith Creator™ microwave reactor (commercially available from Personal Chemistry, Inc
  2. custompartitioned between EtOAc and water
  3. washwashed with brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-6bbd1ed0527b4bc4aaf817484cc2ff90
Source dataset
uspto-grants-2009_09
Patent number
US07589116B2

Reaction notes

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