Water → HCID 70374317, compound

HRID 1032268Notes

Reaction equation

HRID 1032268 reaction equation
O=[C:2]1[CH:11]2[CH2:12][CH2:13][CH:14]=[C:9]3[C:10]2=[C:4]([CH2:5][NH:6][C:7]([O:15][CH3:16])=[CH:8]3)[CH:3]1[CH3:17].[H-].[H-].[H-].[H-].[Li+].[Al+3].O.[OH-].[Na+]>C(OCC)C>[CH3:17][CH:3]1[C:4]2[CH2:5][NH:6][C:7]([O:15][CH3:16])=[CH:8][C:9]3[C:10]=2[CH:11]([CH2:12][CH2:13][CH:14]=3)[CH2:2]1

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 70374347HCID 70374347, compound

Product 1

HCID 70374317HCID 70374317, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A sample of 550 mg (2.7 mmol) of 1-oxo-2-methyl-5-methoxy-1,3,4,8,9,9a-hexahydro-2H-indeno[1,7-cd]azepine, a compound of Formula 10 prepared, for example, as described in Preparation 10A, was dissolved in 100 ml of diethylether followed by the addition of 750 mg (19 mmol) of LAH. The reaction was allowed to proceed for 24 hours at ambient temperature. The reaction mixture is treated dropwise with about 1 ml of water, 1 ml of 15% NaOH, and then 3 ml of water. Insoluble inorganic materials are removed by filtration and the filtrate concentrated to give 2-methyl-5-methoxy-1,3,4,8,9,9a-hexahydro-2H-indeno[1,7-cd]azepine, a compound of Formula I, as the free base; (HBr salt, mp 250°-252° C.).

Workup

  1. customInsoluble inorganic materials are removed by filtration
  2. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-799b07b8b663457780253370b7a8dac0
Source dataset
uspto-grants-1990_09
Patent number
US04957914

Reaction notes

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