Hydrochloric Acid → HCID 13578040, compound

HRID 1788834Notes

Reaction equation

HRID 1788834 reaction equation
[OH-].[K+].[CH2:3]([S:6][CH:7]1[N:10]([CH2:11][C:12]([O:14]C)=[O:13])[C:9](=[O:16])[CH2:8]1)[CH:4]=[CH2:5].Cl>C(O)C.O>[CH2:3]([S:6][CH:7]1[N:10]([CH2:11][C:12]([OH:14])=[O:13])[C:9](=[O:16])[CH2:8]1)[CH:4]=[CH2:5]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 13578039HCID 13578039, compound

Product 1

HCID 13578040HCID 13578040, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

2.34 g of potassium hydroxide dissolved in a mixture of 285 ml of ethanol and 15 ml of water was added to 6.0 g of methyl 2-(4-allylthioazetidin-2-on-1-yl)acetate with stirring at room temperature. The solution was poured into 720 ml 1M hydrochloric acid, extracted into dichloromethane (2×650 ml), the organic layer extracted with saturated sodium bicarbonate solution and the aqueous phase acidified to pH 1 with 5M hydrochloric acid. This solution was extracted into dichloromethane (5×650 ml), dried with MgSO4 and evaporated to leave a colourless oil. Yield: 5.37 g (96%).

Workup

  1. extractionextracted into dichloromethane (2×650 ml)
  2. extractionthe organic layer extracted with saturated sodium bicarbonate solution
  3. extractionThis solution was extracted into dichloromethane (5×650 ml)
  4. dry with materialdried with MgSO4
  5. customevaporated
  6. customto leave a colourless oil

Sources & evidence

ORD record
ord-2a15c84a63fd4fae939388f85b41aae4
Source dataset
uspto-grants-1987_08
Patent number
US04684640

Reaction notes

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