Water → HCID 20527639, compound

HRID 67692Notes

Reaction equation

HRID 67692 reaction equation
[CH2:1]([CH:8]1[CH2:13][CH2:12][C:11]([C:17]#[N:18])([N:14]([CH3:16])[CH3:15])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].O.[OH-].[Na+]>C(OCC)C>[NH2:18][CH2:17][C:11]1([N:14]([CH3:15])[CH3:16])[CH2:10][CH2:9][CH:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:13][CH2:12]1

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 20527623HCID 20527623, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 20527639HCID 20527639, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 9.5 mmole of 4-benzyl-1-cyano-1-(dimethylamino)cyclohexane in 25 ml of diethyl ether was added to a suspension of 0.40 g of LAH in 10 ml of diethyl ether cooled in an ice-methanol bath. Following 4 hours' stirring at 20° to 25° C., the mixture was treated in turn with 0.4 ml of water, 0.4 ml of 15% sodium hydroxide and 1.2 ml of water. The inorganic gel was collected on a filter, and the filtrate was concentrated in vacuo to give (1-aminomethyl-4-benzyl-1-cyclohexyl)dimethylamine was a viscous gum.

Workup

  1. temperaturecooled in an ice-methanol bath
  2. customThe inorganic gel was collected on a filter
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-43226b5762bd4671aff0aba549cbc302
Source dataset
uspto-grants-1982_08
Patent number
US04346101

Reaction notes

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