Ethyl chloroformate → HCID 21530324, compound

HRID 1657802Notes

Reaction equation

HRID 1657802 reaction equation
[CH3:1][C:2]([CH3:12])([CH2:4][NH:5][C:6](=[O:11])[CH2:7][CH:8]([CH3:10])[CH3:9])[NH2:3].[CH2:13]([O:15][C:16](Cl)=[O:17])[CH3:14]>C1(C)C=CC=CC=1>[CH2:13]([O:15][C:16]([N:5]([C:6](=[O:11])[CH2:7][CH:8]([CH3:9])[CH3:10])[CH2:4][C:2]([CH3:1])([CH3:12])[NH2:3])=[O:17])[CH3:14]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 21530342HCID 21530342, compound

Product 1

HCID 21530324HCID 21530324, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 5.1 parts of 2,2,7,7-tetramethyl-1,4-diazaheptan-5-one, 30 parts of ethylchloroformate and 150 parts of anhydrous toluene were heated at reflux for 16 hours. Removal of the solvent under reduced pressure was followed by addition of 10 parts of water to the residue basification with sodium carbonate solution and chloroform extraction. The yellow oil produced was distilled under reduced pressure to yield 4-ethoxycarbonyl-2,2,7,7-tetramethyl-1,4-diazaheptan-5-one of boiling point 98° - 100°C at 0.2mm pressure. The hydrochloric acid salt of this material gave the following elemental analysis by weight:

Workup

  1. temperaturewere heated
  2. temperatureat reflux for 16 hours
  3. customRemoval of the solvent under reduced pressure
  4. additionwas followed by addition of 10 parts of water to the residue basification with sodium carbonate solution and chloroform extraction
  5. customThe yellow oil produced
  6. distillationwas distilled under reduced pressure

Sources & evidence

ORD record
ord-de61d35f0df9446194fdf0333fc3aed0
Source dataset
uspto-grants-1976_06
Patent number
US03962255

Reaction notes

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