1,2-Dichloroethane → HCID 53867560, compound

HRID 2058414Notes

Reaction equation

HRID 2058414 reaction equation
[CH3:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[C:3]([OH:5])=[S:4].Cl[CH2:23]CCl.S(=O)(=O)(O)O>CO>[CH3:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[C:3]([O:5][CH3:23])=[S:4]

Participants

5

Reactant 3

HCID 111,2-DichloroethaneHCID 1118Sulfuric AcidHCID 178442889HCID 178442889, compound

Product 1

HCID 53867560HCID 53867560, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 250 ml round bottom flask equipped with a magnetic stirrer and reflux condenser was charged with 50 g (0.15 mole) of alpha-methylthiostearic acid, 60 ml of 1,2-dichloroethane, and 25 ml of methanol. The resulting mixture was stirred and warmed with a heating mantle while 0.6 ml of concentrated sulfuric acid was added. It was then heated to reflux overnight. The reaction mixture was cooled, placed in a separatory funnel and washed three times with 10% aqueous sodium chloride solutions. The organic solution was dried over anhydrous magnesium sulfate and evaporated to dryness. The product was further dried under high vacuum and consisted of 50.5 g (97% yield) of methyl alpha-methylthiostearate.

Workup

  1. customA 250 ml round bottom flask equipped with a magnetic stirrer
  2. temperaturereflux condenser
  3. additionwas added
  4. temperatureIt was then heated
  5. temperatureto reflux overnight
  6. temperatureThe reaction mixture was cooled
  7. customplaced in a separatory funnel
  8. washwashed three times with 10% aqueous sodium chloride solutions
  9. dry with materialThe organic solution was dried over anhydrous magnesium sulfate
  10. customevaporated to dryness
  11. customThe product was further dried under high vacuum

Sources & evidence

ORD record
ord-064ae1e6e42b4c43a7bedae7701e1a8f
Source dataset
uspto-grants-1982_03
Patent number
US04317779

Reaction notes

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