Ammonia → HCID 67918524, compound

HRID 1682009Notes

Reaction equation

HRID 1682009 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][CH2:16][CH:15]([CH2:19][N:20]3[C:26](=[O:27])[C:25](=[O:28])[C:24]4[CH:29]=[C:30]([O:35][CH3:36])[C:31]([O:33][CH3:34])=[CH:32][C:23]=4[CH2:22][CH2:21]3)[CH2:14]2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[BH4-].[Na+].[ClH:39].N>CO.O>[ClH:39].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][CH2:16][CH:15]([CH2:19][N:20]3[C:26](=[O:27])[CH:25]([OH:28])[C:24]4[CH:29]=[C:30]([O:35][CH3:36])[C:31]([O:33][CH3:34])=[CH:32][C:23]=4[CH2:22][CH2:21]3)[CH2:14]2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

7

Reactant 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 19804046HCID 19804046, compound

Product 1

HCID 67918524HCID 67918524, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

0.70 g (0.0014 mol) of 3-[(N-(2-(3,4-dimethoxy-phenyl)ethyl)-piperidin-3-yl)-methyl]-7, 8-dimethoxy-1,3,4,5-tetrahydro2H-3-benzazepin-1,2-dione are dissolved in a mixture of methanol and water (95:5), 0.060 g (0.0016 mol) of sodium borohydride are added and the mixture is stirred for 20 minutes at ambient temperature. Then it is acidified with 2 molar hydrochloric acid, neutralized with ammonia and extracted with methylene chloride. The organic phase is dried over magnesium sulphate, concentrated by evaporation in vacuo and the residue obtained is purified over 100 g of aluminium oxide (neutral, activity II-III) with methylene chloride and then with increasing amounts of ethanol (up to 15%). The hydrochloride is precipitated from a solution in acetone using methanolic hydrochloric acid.

Workup

  1. additionare added
  2. extractionextracted with methylene chloride
  3. dry with materialThe organic phase is dried over magnesium sulphate
  4. concentrationconcentrated by evaporation in vacuo
  5. customthe residue obtained
  6. customis purified over 100 g of aluminium oxide (neutral, activity II-III) with methylene chloride
  7. customThe hydrochloride is precipitated from a solution in acetone using methanolic hydrochloric acid

Sources & evidence

ORD record
ord-2c290fdf2ab54ce6a627e04c70979865
Source dataset
uspto-grants-1992_12
Patent number
US05175157

Reaction notes

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