1-Chloroethyl chloroformate → HCID 53811449, compound

HRID 1587749Notes

Reaction equation

HRID 1587749 reaction equation
[CH3:1][O:2][N:3]=[CH:4][C:5]1[CH2:6][N:7](CC2C=CC=CC=2)[CH2:8][CH2:9][CH:10]=1.[Cl:18][CH:19]([O:21][C:22](Cl)=[O:23])[CH3:20]>ClCCCl>[CH3:1][O:2][N:3]=[CH:4][C:5]1[CH2:6][N:7]([C:22]([O:21][CH:19]([Cl:18])[CH3:20])=[O:23])[CH2:8][CH2:9][CH:10]=1

Participants

4

Reactant 2

HCID 5213051-Chloroethyl chloroformateHCID 3072058HCID 3072058, compound

Product 1

HCID 53811449HCID 53811449, compoundYield 140%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A solution of 13.2 g of 1-benzyl-1,2,5,6-tetrahydropyridin-3-carboxaldehyde-O-methyloxime in 120 cm3 of anhydrous 1,2-dichloroethane is cooled to 0° C., 11.7 g of alpha-chloroethyl-chloroformate is added and the whole is heated to reflux for 2 hours. After cooling, the insoluble matter is filtered off. The filtrate is evaporated to dryness, and the residue is taken up with anhydrous ether, diluted and filtered. The filtrate is evaporated and 19.8 g of product is obtained which is used immediately for the following reaction.

Workup

  1. temperaturethe whole is heated
  2. temperatureto reflux for 2 hours
  3. temperatureAfter cooling
  4. filtrationthe insoluble matter is filtered off
  5. customThe filtrate is evaporated to dryness
  6. additiondiluted
  7. filtrationfiltered
  8. customThe filtrate is evaporated

Sources & evidence

ORD record
ord-5386a1ca301e4f6e94102ad6211d0464
Source dataset
uspto-grants-1993_06
Patent number
US05219872

Reaction notes

Loading…