Triethylamine → HCID 86739889, compound

HRID 2413343Notes

Reaction equation

HRID 2413343 reaction equation
[CH2:1]1[O:12][C:4]([CH:6]2[CH2:10][CH2:9][CH2:8][C:7]2=[O:11])(O)[O:3][CH2:2]1.C([N:15](CC)CC)C.ClC(OCC)=O>C(Cl)(Cl)Cl>[CH2:1]1[O:12][C:4]([CH:6]2[CH2:10][CH2:9][CH2:8][C:7]2=[O:11])([NH2:15])[O:3][CH2:2]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 86739890HCID 86739890, compound

Product 1

HCID 86739889HCID 86739889, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a stirred, cold (0° C.) solution of 1.72 g (0.01 mole) of 2-oxocyclopentanecarboxylic acid ethylene ketal in 35 ml of chloroform was added first 1.11 g (0.011 mole) of triethylamine and then 1.085 g (0.01 mole) of ethyl chloroformate, the latter being added in dropwise fashion. After stirring for 30 minutes, dry ammonia gas was bubbled in over about 5 minutes. A white solid separated while the mixture was stirred at about 0° C. for 30 minutes. The solid was separated by filtration and washed with chloroform, and the combined washings and filtrate were evaporated to provide a white solid residue of 2-oxocyclopentane-carboxamide ethylene ketal. Infrared spectral analysis showed the product to be identical to that obtained in Part A.

Workup

  1. customdry ammonia gas was bubbled in over about 5 minutes
  2. customA white solid separated while the mixture
  3. stirringwas stirred at about 0° C. for 30 minutes
  4. customThe solid was separated by filtration
  5. washwashed with chloroform
  6. customthe combined washings and filtrate were evaporated

Sources & evidence

ORD record
ord-28e9f937c6574af5ab997cb39e3a65e6
Source dataset
uspto-grants-1985_01
Patent number
US04496734

Reaction notes

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