Hydrochloric Acid → (Furfurylthio)acetic acid

HRID 1904321Notes

Reaction equation

HRID 1904321 reaction equation
C[O:2][C:3](=[O:12])[CH2:4][S:5][CH2:6][C:7]1[O:11][CH:10]=[CH:9][CH:8]=1.[H-].[K+].Cl>CO.O>[CH2:6]([S:5][CH2:4][C:3]([OH:12])=[O:2])[C:7]1[O:11][CH:10]=[CH:9][CH:8]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 82127Potassium hydrideHCID 7022533Methyl (2-furfurylthio)acetate

Product 1

HCID 3021476(Furfurylthio)acetic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

10 g of methyl-2-(furfurylthio)acetate was dissolved in 60 ml of methanol, and the solution prepared by dissolving 4.25 g of 85% potassium hydride in 15 ml of water was added dropwise. The mixture was stirred for 2 hours at room temperature, and pH was adjusted to 5 by adding 2N aqueous hydrochloric acid. Water and methanol were evaporated under reduced pressure. 100 ml of ethyl acetate and 100 ml of water were added to the residue and extraction was carried out. The ethyl acetate layer was dried over anhydrous magnesium sulfate, and the solvent was evapoated in vacuo to obtain the captioned 2-(furfurylthio)acetic acid. Yield: 9.2 g.

Workup

  1. customthe solution prepared
  2. additionwas added dropwise
  3. customWater and methanol were evaporated under reduced pressure
  4. addition100 ml of ethyl acetate and 100 ml of water were added to the residue and extraction
  5. dry with materialThe ethyl acetate layer was dried over anhydrous magnesium sulfate

Sources & evidence

ORD record
ord-1b9cfd3b85f549d6bf40645eaa506e26
Source dataset
uspto-grants-1989_06
Patent number
US04837316

Reaction notes

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