Ammonia → Tert-butyl 2-(aminomethyl)-2-ethylbutanoate

HRID 618747Notes

Reaction equation

HRID 618747 reaction equation
[C:1]([O:5][C:6](=[O:14])[C:7]([C:12]#[N:13])([CH2:10][CH3:11])[CH2:8][CH3:9])([CH3:4])([CH3:3])[CH3:2].N>C(O)C.[Ni]>[C:1]([O:5][C:6](=[O:14])[C:7]([CH2:12][NH2:13])([CH2:10][CH3:11])[CH2:8][CH3:9])([CH3:2])([CH3:4])[CH3:3]

Participants

5

Reactant 2

HCID 222AmmoniaHCID 54237674150596-31-9

Product 1

HCID 54399069Tert-butyl 2-(aminomethyl)-2-ethylbutanoate

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

29.21 g of 2-cyano-2-ethylbutyric acid tert-butyl ester, dissolved in 300 ml of ethanol, which contains 4% ammonia, are hydrogenated after normal pressure at 40° in the presence of 6 g of Raney nickel. After separating off from the catalyst, the batch is concentrated by evaporation in vacuo and the liquid that remains is distilled in vacuo to yield 2-aminomethyl-2-ethylbutyric acid tert-butyl ester, boiling point 65° at 0.6 mbar.

Workup

  1. customat 40°
  2. customAfter separating off from the catalyst
  3. concentrationthe batch is concentrated by evaporation in vacuo
  4. distillationthe liquid that remains is distilled in vacuo

Sources & evidence

ORD record
ord-48d2ab7a855b4de19421f2e34386267e
Source dataset
uspto-grants-1999_09
Patent number
US05955487

Reaction notes

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