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

HRID 616536Notes

Reaction equation

HRID 616536 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.N1C=CCNC1.C(=O)([O-])[O-:22].[Na+].[Na+]>Cl>[NH2:4][C:5]([CH3:11])([CH2:12][CH3:13])[CH2:6][C:7](=[O:22])[CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 5231957tetrahydropyrimidineHCID 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 all of the tetrahydropyrimidine had been added, the entire mixture was stirred for 4 - 5 hours and then neutralized with sodium carbonate and extracted with benzene. The resulting benzene solution was washed, in turn, with a 5% aqueous solution of sodium carbonate and with water, and was then dried over potassium carbonate. After removing the 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. stirringthe entire mixture was stirred for 4 - 5 hours
  2. extractionextracted with benzene
  3. washThe resulting benzene solution was washed, in turn, with a 5% aqueous solution of sodium carbonate and with water
  4. dry with materialwas then dried over potassium carbonate
  5. customAfter removing the benzene
  6. distillationthe residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-2712525bd66843cc994c4c4a560b3397
Source dataset
uspto-grants-1978_02
Patent number
US04075165

Reaction notes

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