Water → 2,6-Diethyl-2,3,6-trimethylpiperidin-4-one

HRID 973139Notes

Reaction equation

HRID 973139 reaction equation
[OH2:1].O.[Cl-].[Ca+2].[Cl-].O.[CH2:7]([C:9]1([CH3:20])N=[C:13]([CH2:15][CH3:16])[CH2:12][C:11]([CH2:18][CH3:19])([CH3:17])[NH:10]1)[CH3:8].[OH-].[Na+]>C(C(C)=O)C>[CH2:7]([C:9]1([CH3:20])[CH:15]([CH3:16])[C:13](=[O:1])[CH2:12][C:11]([CH2:18][CH3:19])([CH3:17])[NH:10]1)[CH3:8]

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 6093260Calcium chloride, dihydrateHCID 205278902,4,6-Triethyl-2,6-dimethyl-1,2,5,6-tetrahydropyrimidine

Product 1

HCID 221822132,6-Diethyl-2,3,6-trimethylpiperidin-4-oneYield 164.2%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Conditions

Temperature
60 °C

Procedure

First 14.7 g of powdered calcium chloride dihydrate and then 3 ml of water were added to an ice-cooled mixture of 39.2 g of 2,4,6-triethyl-2,6-dimethyl-1,2,5,6-tetrahydropyrimidine and 18.0g of methyl ethyl ketone. The resulting mixture was heated at 60° C with stirring for 15 hours made alkaline with 35% aqueous sodium hydroxide solution, and extracted with diethyl ether. The extract was dried over potassium carbonate and the ether was evaporated off. The residue was distilled under reduced pressure, to give 32.4 g of the desired product.

Workup

  1. temperaturecooled
  2. extractionextracted with diethyl ether
  3. dry with materialThe extract was dried over potassium carbonate
  4. customthe ether was evaporated off
  5. distillationThe residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-a0c4f54a93bb43a7807b90c2f379a48c
Source dataset
uspto-grants-1977_10
Patent number
US04055536

Reaction notes

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