HCID 15567900, compound → HCID 14625128, compound

HRID 1904322Notes

Reaction equation

HRID 1904322 reaction equation
[CH2:1]([O:3][C:4](=[O:13])[CH2:5][S:6][CH2:7][C:8]1[O:12][CH:11]=[CH:10][CH:9]=1)[CH3:2].I([O-])(=O)(=O)=[O:15].[Na+]>CO.O>[CH2:1]([O:3][C:4](=[O:13])[CH2:5][S:6]([CH2:7][C:8]1[O:12][CH:11]=[CH:10][CH:9]=1)=[O:15])[CH3:2]

Participants

5

Reactant 2

HCID 15567900HCID 15567900, compoundHCID 23667635Sodium periodate

Product 1

HCID 14625128HCID 14625128, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

2.00 g of ethyl-2-(furfurylthio)acetate was dissolved in 40 ml of methanol, and stirred under cooling in an ice bath. 2.50 g of sodium metaperiodate dissolved in 20 ml of water was added dropwise, and stirred overnight at room temperature. The reaction product was extracted by adding 100 ml of dichloromethane, and washed with water. Dichloromethane was evaporated in vacuo, and the residue was purified by column chromatography using benzene:ethyl acetate=4:1 as developing solvent to obtain the captioned ethyl-2-(furfurylsulfinyl)acetate. Yield: 1.93 g.

Workup

  1. temperatureunder cooling in an ice bath
  2. additionwas added dropwise
  3. stirringstirred overnight at room temperature
  4. extractionThe reaction product was extracted
  5. additionby adding 100 ml of dichloromethane
  6. washwashed with water
  7. customDichloromethane was evaporated in vacuo
  8. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-440852483c2c4469abf4ddd9613483eb
Source dataset
uspto-grants-1989_06
Patent number
US04837316

Reaction notes

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