Water → 1-[1-(2,2-Diethoxyethyl)cyclohexyl]methanamine

HRID 462512Notes

Reaction equation

HRID 462512 reaction equation
[CH2:1]([O:3][CH:4]([O:14][CH2:15][CH3:16])[CH2:5][C:6]1([C:12]#[N:13])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)[CH3:2].[Na].O>C(O)C>[NH2:13][CH2:12][C:6]1([CH2:5][CH:4]([O:3][CH2:1][CH3:2])[O:14][CH2:15][CH3:16])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1

Participants

5

Reactant 3

HCID 962WaterHCID 5360545SodiumHCID 132173501-(2,2-Diethoxyethyl)cyclohexane-1-carbonitrile

Product 1

HCID 132173511-[1-(2,2-Diethoxyethyl)cyclohexyl]methanamine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

90 g of di-(ethyloxy)ethyl-cyclohexane-carbonitrile are dissolved in 1 l of ethanol, and 60 g of sodium are added. After dissolution of the metal, 100 ml of water are added, and the solvent is substantially removed in vacuo. 300 ml of water are added to the residue, and it is extracted three times with 200 ml of ether. The ethereal phase is dried over sodium sulfate, concentrated, and distilled in vacuo.

Workup

  1. additionare added
  2. customthe solvent is substantially removed in vacuo
  3. addition300 ml of water are added to the residue, and it
  4. extractionis extracted three times with 200 ml of ether
  5. dry with materialThe ethereal phase is dried over sodium sulfate
  6. concentrationconcentrated
  7. distillationdistilled in vacuo

Sources & evidence

ORD record
ord-152fbe1c9360470ea310516901618837
Source dataset
uspto-grants-1985_05
Patent number
US04515960

Reaction notes

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