Hydrochloric Acid → HCID 13578040, compound

HRID 370498Notes

Reaction equation

HRID 370498 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 were 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 pH1 with 5M hydrochloric acid. This solution was extracted into dichloromethane (5×650 ml), dried with MgSO4 and evaporated to leave a colorless oil.

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 colorless oil

Sources & evidence

ORD record
ord-b1b2ea9801c44fab92a744384159a2aa
Source dataset
uspto-grants-1985_07
Patent number
US04526718

Reaction notes

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