Chlorine → HCID 20336573, compound

HRID 1706120Notes

Reaction equation

HRID 1706120 reaction equation
[O:1]=[C:2]([CH2:8][N:9]1[CH:12](SC)[CH2:11][C:10]1=[O:15])[CH2:3][C:4]([O:6][CH3:7])=[O:5].[Cl:16]Cl>C(Cl)(Cl)(Cl)Cl>[O:1]=[C:2]([CH2:8][N:9]1[CH:12]([Cl:16])[CH2:11][C:10]1=[O:15])[CH2:3][C:4]([O:6][CH3:7])=[O:5]

Participants

4

Reactant 2

HCID 24526ChlorineHCID 20336588HCID 20336588, compound

Product 1

HCID 20336573HCID 20336573, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent2×

Procedure

Methyl 3-oxo-4-(2-oxo-4-methylthioazetidin-1-yl)butyrate (300 mg) was dissolved in dry carbon tetrachloride (10 ml) and the solution was stirred and ice-cooled with exclusion of moisture while chlorine (90 mg) in dry carbon tetrachloride (1.5 ml) was added in one portion. After addition, the mixture was warmed to room temperature and stirred for 3 minutes. The solvent was then evaporated under reduced pressure. The residue was dissolved in fresh carbon tetrachloride (5 ml) and again the solvent was removed under reduced pressure. The title compound was thus obtained as a yellow gum (300 mg).

Workup

  1. additionwas added in one portion
  2. additionAfter addition
  3. stirringstirred for 3 minutes
  4. customThe solvent was then evaporated under reduced pressure
  5. dissolutionThe residue was dissolved in fresh carbon tetrachloride (5 ml)
  6. customagain the solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-5dffa5c0ca734d7db3326a5ba8f6a4b8
Source dataset
uspto-grants-1980_06
Patent number
US04206120

Reaction notes

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