Pivalaldehyde → 3-[(2,2-Dimethylpropylideneamino)-methyl]-pyrrolidine

HRID 346320

Reaction equation

HRID 346320 reaction equation
[NH2:1][CH2:2][CH:3]1[CH2:7][CH2:6][NH:5][CH2:4]1.[CH:8](=O)[C:9]([CH3:12])([CH3:11])[CH3:10]>CO>[CH3:8][C:9]([CH3:12])([CH3:11])[CH:10]=[N:1][CH2:2][CH:3]1[CH2:7][CH2:6][NH:5][CH2:4]1

Participants

4

Reactant 2

HCID 12417PivalaldehydeHCID 50687753-Pyrrolidinemethanamine

Product 1

HCID 148366083-[(2,2-Dimethylpropylideneamino)-methyl]-pyrrolidine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.0 g (20 mmol) of 3-aminomethyl-pyrrolidine are initially introduced into 10 ml of methanol, and 1.8 g (22 mmol) of 97% strength pivalaldehyde are added dropwise at room temperature, after which the internal temperature rises to 30° C. The mixture is subsequently stirred for 1 hour and then concentrated, and the residue is distilled through a Vigreux column. Yield: 2.8 g (80% of theory) of 97% pure product;

Workup

  1. additionare added dropwise at room temperature
  2. customrises to 30° C
  3. concentrationconcentrated
  4. distillationthe residue is distilled through a Vigreux column

Sources & evidence

ORD record
ord-41b853edafa242b0b800130659227a1d
Source dataset
uspto-grants-1991_10
Patent number
US05061712

Linked notes

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