Sodium Carbonate → 5-Amino-5-methylheptan-3-one

HRID 839995Notes

Reaction equation

HRID 839995 reaction equation
C(C1(C)N=[C:7]([CH2:9][CH3:10])[CH2:6][C:5]([CH2:12][CH3:13])([CH3:11])[NH:4]1)C.C(=O)([O-])[O-:16].[Na+].[Na+]>Cl>[NH2:4][C:5]([CH3:11])([CH2:12][CH3:13])[CH2:6][C:7](=[O:16])[CH2:9][CH3:10]

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 205278902,4,6-Triethyl-2,6-dimethyl-1,2,5,6-tetrahydropyrimidine

Product 1

HCID 213304575-Amino-5-methylheptan-3-one

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

196.3 g of 2,4,6-triethyl-2,6-dimethyl-1,2,5,6-tetrahydropyrimidine were added dropwise to 300 ml of concentrated hydrochloric acid at 30° - 40° C, with stirring. When the addition was complete, the mixture was stirred for a further 4 - 5 hours and then neutralized with sodium carbonate and extracted with benzene. The resulting benzene solution was washed with, in turn, a 5% aqueous solution of sodium carbonate and water, and was then dried over potassium carbonate. After removal of benzene, the residue was distilled under reduced pressure, giving 72.4 g of 5-amino-5-methyl-3-heptanone (bp 46° - 48° C/2.5 mmHg).

Workup

  1. additionWhen the addition
  2. stirringthe mixture was stirred for a further 4 - 5 hours
  3. extractionextracted with benzene
  4. washThe resulting benzene solution was washed with, in turn
  5. dry with materiala 5% aqueous solution of sodium carbonate and water, and was then dried over potassium carbonate
  6. customAfter removal of benzene
  7. distillationthe residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-26d4840fd9a34dd684296857809976ea
Source dataset
uspto-grants-1978_06
Patent number
US04097587

Reaction notes

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