Triethylamine → HCID 21512584, compound

HRID 1576398Notes

Reaction equation

HRID 1576398 reaction equation
[CH2:1]([NH:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=1)[CH3:2].C(N(CC)CC)C.[C:19](Cl)([O:21][CH2:22][CH3:23])=[O:20].[OH-].[Na+]>C(Cl)(Cl)Cl>[C:19]([N:3]([CH2:4][CH2:5][C:6]1[CH:7]=[CH:8][N:9]=[CH:10][CH:11]=1)[CH2:1][CH3:2])([O:21][CH2:22][CH3:23])=[O:20]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 14798Sodium HydroxideHCID 144850804-Pyridineethanamine, N-ethyl-

Product 1

HCID 21512584HCID 21512584, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A mixture of 3.0 g. of 4-[2-(ethylamino)ethyl]-pyridine and 2.0 g. of triethylamine in 60 ml. of dry chloroform is treated at 0°C. with a solution of 2.1 g. of carboethoxy chloride in 10 ml. of dry chloroform. After stirring for two hours, the mixture is poured into ice water and 5 percent aqueous sodium hydroxide added. The chloroform layer is separated, washed with water and dried over potassium carbonate. The solvent is evaporated and the residue distilled in vacuo to give 4-[2-(N-carboethoxy-N-ethylamino)ethyl]pyridine.

Workup

  1. additionA mixture of 3.0 g
  2. additionadded
  3. customThe chloroform layer is separated
  4. washwashed with water
  5. dry with materialdried over potassium carbonate
  6. customThe solvent is evaporated
  7. distillationthe residue distilled in vacuo

Sources & evidence

ORD record
ord-b1a8034318ad40f1b8ba3d78a45ffcf0
Source dataset
uspto-grants-1976_09
Patent number
US03980788

Reaction notes

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