Pyridine → HCID 54038564, compound

HRID 1855789Notes

Reaction equation

HRID 1855789 reaction equation
[CH2:1]([N:3]([CH2:7][CH3:8])[CH2:4][CH2:5][NH2:6])[CH3:2].N1C=CC=CC=1.[C:15]([CH2:20][CH2:21][C:22](Cl)=[O:23])([O:17][CH2:18][CH3:19])=[O:16]>C(Cl)Cl>[CH2:18]([O:17][C:15](=[O:16])[CH2:20][CH2:21][C:22]([NH:6][CH2:5][CH2:4][N:3]([CH2:7][CH3:8])[CH2:1][CH3:2])=[O:23])[CH3:19]

Participants

5

Reactant 3

HCID 1049PyridineHCID 60993N,N-DiethylethylenediamineHCID 84648Butanoic acid, 4-chloro-4-oxo-, ethyl ester

Product 1

HCID 54038564HCID 54038564, compoundYield 16.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

First, 20 milliliters (0.05 mole) N,N-diethylethylene diamine, 50 milliliters dry methylene chloride, and 5.2 milliliters (0.065 mole) pyridine were combined in a flask. Next, 9.03 grams (0.06 mole) 3-carboethoxy-propionyl chloride was added at -60° C. with stirring. The temperature was allowed to rise to 0° C. The reaction mixture was then washed with a 200 milliliter portion of water and a 100 milliliter portion of saturated sodium carbonate solution. The organic solution was stripped in vacuum to yield 2.0 grams of the desired product. nD30 1.4500.

Workup

  1. customto rise to 0° C
  2. washThe reaction mixture was then washed with a 200 milliliter portion of water

Sources & evidence

ORD record
ord-6c2894aa0e6e44eea8f13a71810b09fa
Source dataset
uspto-grants-1980_08
Patent number
US04216238

Reaction notes

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