Water → dimethyl-(2,3,4,5-tetrahydro-1H-3-benzazepin-7-ylmethyl)-amine

HRID 736915Notes

Reaction equation

HRID 736915 reaction equation
O.C([O-])([O-])=O.[K+].[K+].[CH3:8][N:9]([CH2:11][C:12]1[CH:28]=[CH:27][C:15]2[CH2:16][CH2:17][N:18](C(=O)C(F)(F)F)[CH2:19][CH2:20][C:14]=2[CH:13]=1)[CH3:10]>CO>[CH3:8][N:9]([CH3:10])[CH2:11][C:12]1[CH:28]=[CH:27][C:15]2[CH2:16][CH2:17][NH:18][CH2:19][CH2:20][C:14]=2[CH:13]=1

Participants

5

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 866042901-(7-Dimethylaminomethyl-1,2,4,5-tetrahydro-3-benzazepin-3-yl)-2,2,2-trifluoroethanone

Product 1

HCID 59814517dimethyl-(2,3,4,5-tetrahydro-1H-3-benzazepin-7-ylmethyl)-amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

50 mL water and 8.5 g (61.51 mmol) K2CO3 were added to a solution of 4.5 g (14.98 mmol) 1-(7-dimethylaminomethyl-1,2,4,5-tetrahydro-3-benzazepin-3-yl)-2,2,2-trifluoro-ethanone in 50 mL MeOH and the reaction mixture was stirred for 72 h at RT. The reaction solution was evaporated down i.vac., the residue combined with DCM, filtered to remove insoluble constituents and evaporated down i.vac. The desired product was obtained in the form of a light brown oil.

Workup

  1. customThe reaction solution was evaporated down i.vac
  2. filtrationfiltered
  3. customto remove insoluble constituents
  4. customevaporated down i.vac

Sources & evidence

ORD record
ord-d44f186aceeb480898f49b3161bac1a1
Source dataset
uspto-grants-2009_09
Patent number
US07595312B2

Reaction notes

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