Dimethylformamide dimethyl acetal → HCID 58042280, compound

HRID 1619651Notes

Reaction equation

HRID 1619651 reaction equation
CO[CH:3](OC)[N:4]([CH3:6])[CH3:5].[OH:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=2)=[CH:12][C:11]=1[C:26](=[O:28])[CH3:27]>C(O)(C)C>[CH3:6][N:4]([CH3:5])/[CH:3]=[CH:27]/[C:26]([C:11]1[CH:12]=[C:13]([C:16]2[CH:21]=[CH:20][C:19]([C:22]([F:23])([F:24])[F:25])=[CH:18][CH:17]=2)[CH:14]=[CH:15][C:10]=1[OH:9])=[O:28]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 23004900HCID 23004900, compound

Product 1

HCID 58042280HCID 58042280, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
45 °C

Procedure

N,N-Dimethylformamide dimethyl acetal (0.76 mL, 5.701 mmol) was added to a solution of 1-[4-hydroxy-4′-(trifluoromethyl)biphenyl-3-yl]ethanone (Preparation 37, 795 mg, 2.84 mmol) in isopropyl alcohol (4.7 mL). The reaction mixture was heated for 18 hours at 45° C. under an atmosphere of nitrogen. After 1 hour, crystallization was observed therefore the stirring was stopped. After 18 hours at 45° C., a yellow precipitate had formed. The reaction mixture was allowed to cool, the yellow precipitate was collected by filtration and washed with cold isopropyl alcohol to afford the title compound as fine yellow needle crystals (669 mg, 70%).

Workup

  1. customcrystallization
  2. waitAfter 18 hours at 45° C.
  3. customa yellow precipitate had formed
  4. temperatureto cool
  5. filtrationthe yellow precipitate was collected by filtration
  6. washwashed with cold isopropyl alcohol

Sources & evidence

ORD record
ord-0124dc5ffb394ebcb7522836fa4155c8
Source dataset
uspto-grants-2014_07
Patent number
US08772293B2

Reaction notes

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