Chlorine → HCID 20473727, compound

HRID 1758247Notes

Reaction equation

HRID 1758247 reaction equation
[CH2:1]([O:8][C:9]([CH2:11][N:12]1[CH:15](SC)[CH2:14][C:13]1=[O:18])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:19]Cl>C(Cl)Cl.C(Cl)(Cl)(Cl)Cl>[CH2:1]([O:8][C:9]([CH2:11][N:12]1[CH:15]([Cl:19])[CH2:14][C:13]1=[O:18])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 24526ChlorineHCID 20473726HCID 20473726, compound

Product 1

HCID 20473727HCID 20473727, compoundYield 104.6%

Reagents, catalysts & solvents 2

HCID 5943Carbon TetrachlorideSolventHCID 6344DichloromethaneSolvent

Procedure

1-Benzyloxycarbonylmethyl-4-methylthioazetidin-2-one (2.65 g) was dissolved in methylene dichloride (50 ml) and the solution was stirred and ice cooled while a solution of chlorine (0.71 g) in carbon tetrachloride (7 ml) was added in one portion. The mixture was stirred for 3 minutes and then the solvent was evaporated under reduced pressure to yield 1-benzyloxycarbonylmethyl-4-chloroazetidin-2-one as a pale yellow oil (2.65 g).

Workup

  1. additionwas added in one portion
  2. stirringThe mixture was stirred for 3 minutes
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-a37a1ab718ff4d5a92baa1b852444e27
Source dataset
uspto-grants-1983_02
Patent number
US04372946

Reaction notes

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