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

HRID 644353Notes

Reaction equation

HRID 644353 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-trifluoroethanone 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 was combined with DCM, filtered to remove insoluble ingredients 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 ingredients
  4. customevaporated down i.vac

Sources & evidence

ORD record
ord-78f55ee5da4948ada05e808a66cc8273
Source dataset
uspto-grants-2010_04
Patent number
US07700589B2

Reaction notes

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