Carbon Disulfide → HCID 19883133, compound

HRID 1087136Notes

Reaction equation

HRID 1087136 reaction equation
[Cl-:1].[Al+3].[Cl-].[Cl-].[C:5]1(SC)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.Cl[CH2:14][CH2:15][CH2:16][C:17](Cl)=O.[C:20](=[S:22])=S>>[Cl:1][CH:16]([CH3:17])[CH2:15][CH2:14][C:20]([C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)=[S:22]

Participants

5

Reactant 4

HCID 6348Carbon DisulfideHCID 7520ThioanisoleHCID 783704-Chlorobutyryl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 19883133HCID 19883133, compound

Procedure

To a carbon disulfide solution containing 53 g of aluminium chloride and 26.2 g of thioanisol was added dropwise under an ice-cooled condition 24.0 ml of γ-chlorobutyryl chloride. After 1 hour and 30 minutes, the reaction mixture was poured into ice-water and the insoluble matters were collected by filtration, dissolved in chloroform. The chloroform solution was washed with water and dried with anhydrous sodium sulfate, and concentrated to dryness. Recrystallization from methanol to yield 36.2 g of γ-chloro-4-methylthiobutyro-phenone in the form of light yellow prism-like crystals. Melting point: 75°-76° C.

Workup

  1. additionwas added dropwise under an ice-
  2. filtrationthe insoluble matters were collected by filtration
  3. dissolutiondissolved in chloroform
  4. washThe chloroform solution was washed with water
  5. dry with materialdried with anhydrous sodium sulfate
  6. concentrationconcentrated to dryness
  7. customRecrystallization from methanol

Sources & evidence

ORD record
ord-a72cbed00c134e31aa1025aadd59a748
Source dataset
uspto-grants-1991_07
Patent number
US05034395

Reaction notes

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