Water → HCID 13579658, compound

HRID 1380891Notes

Reaction equation

HRID 1380891 reaction equation
Cl.[CH3:2][O:3][C:4]1[C:34]([O:35][CH3:36])=[CH:33][C:7]2[CH2:8][C:9](=O)[N:10]([CH2:13][CH2:14][CH2:15][N:16]([CH3:31])[CH:17]3[CH2:26][CH2:25][C:24]4[C:19](=[CH:20][C:21]([O:29][CH3:30])=[C:22]([O:27][CH3:28])[CH:23]=4)[CH2:18]3)[CH2:11][CH2:12][C:6]=2[CH:5]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>C(OCC)C>[CH3:36][O:35][C:34]1[C:4]([O:3][CH3:2])=[CH:5][C:6]2[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][CH2:15][N:16]([CH3:31])[CH:17]3[CH2:26][CH2:25][C:24]4[C:19](=[CH:20][C:21]([O:29][CH3:30])=[C:22]([O:27][CH3:28])[CH:23]=4)[CH2:18]3)[CH2:9][CH2:8][C:7]=2[CH:33]=1

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 233246031-[7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl]-3-[N-methyl-N-(6,7-dimethoxy-1,2,3,4-tetrahydronaphth-2-yl)-amino]-propane hydrochloride

Product 1

HCID 13579658HCID 13579658, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Here, 1-[7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl]-3-[N-methyl-N-(6,7-dimethoxy-1,2,3,4-tetrahydronaphth-2-yl)-amino]-propane hydrochloride (1.4 g, 0.0027 mol) is added to a suspension of lithium aluminum hydride (0.24 g, 0.0062 mol) in diethyl ether (50 ml) and refluxed for 7 hours. Then water and 15% sodium hydroxide solution are added, the mixture is concentrated in vacuo and purified over silica gel (50 g) (32-63 μm) with methylene chloride and increasing amounts of ethanol (up to 15%) as eluant. Yield: 0.6 g. Mp: 92°-93° C.

Workup

  1. temperaturerefluxed for 7 hours
  2. concentrationthe mixture is concentrated in vacuo
  3. custompurified over silica gel (50 g) (32-63 μm) with methylene chloride
  4. temperatureincreasing amounts of ethanol (up to 15%) as eluant

Sources & evidence

ORD record
ord-32da68eef2b9498c82247ab1c6e9b451
Source dataset
uspto-grants-1986_04
Patent number
US04584293

Reaction notes

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