Pyridine → HCID 131733116, compound

HRID 1522923Notes

Reaction equation

HRID 1522923 reaction equation
[CH3:1][C:2]([C:4]([O:6][CH2:7][CH2:8][OH:9])=[O:5])=[CH2:3].N1C=CC=CC=1.[C:16](Cl)(=[O:21])[O:17][CH:18]([Cl:20])[CH3:19]>CCOCC>[CH3:3][C:2]([C:4]([O:6][CH2:7][CH2:8][OH:9])=[O:5])=[CH2:1].[C:16](=[O:21])([O-:5])[O:17][CH:18]([Cl:20])[CH3:19]

Participants

5

Reactant 3

HCID 1049PyridineHCID 133602-Hydroxyethyl MethacrylateHCID 5213051-Chloroethyl chloroformate

Product 1

HCID 131733116HCID 131733116, compoundYield 173.5%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To 24 mL of HEMA (200 mmol) in 1000 mL of dry ether was added 16.8 mL (213 mmol) of pyridine at 4-10° C., under argon. To this solution was added 21.3 mL (200 mmol) of 1-chloroethyl chlorocarbonate, drop wise with stirring over 0.5 hour. After stirring for 0.5 hour at 4-10° C., the heavy precipitate was removed by filtration and the filtrate was concentrated to an oil in vacuo, yielding 44 g (100%) of HEMA-1-chloroethyl carbonate.

Workup

  1. stirringAfter stirring for 0.5 hour at 4-10° C.
  2. customthe heavy precipitate was removed by filtration
  3. concentrationthe filtrate was concentrated to an oil in vacuo

Sources & evidence

ORD record
ord-998da2f0507749009cd38ddad9122fbc
Source dataset
uspto-grants-2015_07
Patent number
US09078950B2

Reaction notes

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