Ammonia → 2,2-Dimethyl-1,3-dioxan-5-amine

HRID 651410Notes

Reaction equation

HRID 651410 reaction equation
[CH3:1][C:2]1([CH3:9])[O:7][CH2:6][C:5](=O)[CH2:4][O:3]1.[NH3:10]>[Ni]>[CH3:1][C:2]1([CH3:9])[O:7][CH2:6][CH:5]([NH2:10])[CH2:4][O:3]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 27331412,2-Dimethyl-1,3-dioxan-5-one

Product 1

HCID 117686082,2-Dimethyl-1,3-dioxan-5-amine

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

6.1 g (47 mmol) of 2,2-dimethyl-1,3-dioxan-5-one (D. Enders, B. Bockstiegel, Synthesis 1989, 493, incorporated herein by reference) were subjected to reductive amination in 50 ml of ammonia—saturated methanol in an autoclave at 50° C. under a hydrogen pressure of 100 bar, using Raney nickel as the catalyst. After the catalyst had been filtered off and the filtrate concentrated, 4.8 g of a brown oil were obtained, this being further reacted without purification.

Workup

  1. customBockstiegel, Synthesis 1989, 493
  2. filtrationAfter the catalyst had been filtered off
  3. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-f2c76cee99944860a5030a738a043846
Source dataset
uspto-grants-2001_08
Patent number
US06281221B1

Reaction notes

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