Potassium Carbonate → N-(2,3,4,5-Tetrahydro-1H-3-benzazepin-7-yl)acetamide

HRID 400469Notes

Reaction equation

HRID 400469 reaction equation
C(=O)([O-])[O-].[K+].[K+].FC(F)(F)C([N:11]1[CH2:17][CH2:16][C:15]2[CH:18]=[C:19]([NH:22][C:23](=[O:25])[CH3:24])[CH:20]=[CH:21][C:14]=2[CH2:13][CH2:12]1)=O>O.CO.C1COCC1>[CH2:13]1[C:14]2[CH:21]=[CH:20][C:19]([NH:22][C:23](=[O:25])[CH3:24])=[CH:18][C:15]=2[CH2:16][CH2:17][NH:11][CH2:12]1

Participants

6

Reactant 2

HCID 11430Potassium CarbonateHCID 86686079HCID 86686079, compound

Product 1

HCID 57448117N-(2,3,4,5-Tetrahydro-1H-3-benzazepin-7-yl)acetamideYield 125.2%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

29.2 g potassiumcarbonate in 100 mL of water was added to 17.5 g N-[3-(2,2,2-Trifluoro-acetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl]-acetamide in 400 mL MeOH and 50 mL THF at 5° C. The reaction mixture was stirred in the ice bath for 2 h and 2 h at RT. The solvent was removed and the residue was extracted with brine and dichloromethane, the organic fraction was dried and the solvent removed to yield 14.9 g of the desired product.

Workup

  1. customThe solvent was removed
  2. extractionthe residue was extracted with brine and dichloromethane
  3. customthe organic fraction was dried
  4. customthe solvent removed

Sources & evidence

ORD record
ord-7a431f29822848b4baab11d2840ac6fa
Source dataset
uspto-grants-2014_06
Patent number
US08741892B2

Reaction notes

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