Methanol → HCID 53903945, compound

HRID 37150Notes

Reaction equation

HRID 37150 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:5]([OH:7])=[S:6].S(=O)(=O)(O)O.[CH3:22]O>>[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:5]([O:7][CH3:22])=[S:6]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 178427261HCID 178427261, compound

Product 1

HCID 53903945HCID 53903945, compound

Procedure

A mixture was 85 g of 3-methyl-4-phenylthiobenzoic acid, 20 ml of concentrated sulfuric acid, and 1.2 liters of methanol was refluxed for 4 hours while stirring. After reaction, the reaction mixture was concentrated in vacuo, and 1.5 liters of ethyl acetate was added to the residue, and the mixture was washed with saturated brine (400 ml×3), and dried with anhydrous sodium sulfate, concentrated in vacuo, and methyl 3-methyl-4-phenylthiobenzoate was obtained (80.33 g).

Workup

  1. temperaturewas refluxed for 4 hours
  2. customAfter reaction
  3. concentrationthe reaction mixture was concentrated in vacuo, and 1.5 liters of ethyl acetate
  4. additionwas added to the residue
  5. washthe mixture was washed with saturated brine (400 ml×3)
  6. dry with materialdried with anhydrous sodium sulfate
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b60ced9314c34565a731ca92b8e7284d
Source dataset
uspto-grants-1995_05
Patent number
US05420128

Reaction notes

Loading…