Hydrochloric Acid → HCID 19915055, compound

HRID 1090333Notes

Reaction equation

HRID 1090333 reaction equation
[CH2:1]([N:8]1[CH:11]([C:12]([C:14]([O:16]C)=[O:15])=[CH2:13])[CH:10]([CH:18]([OH:20])[CH3:19])[C:9]1=[O:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+].Cl>CO>[CH2:1]([N:8]1[CH:11]([C:12]([C:14]([OH:16])=[O:15])=[CH2:13])[CH:10]([CH:18]([OH:20])[CH3:19])[C:9]1=[O:21])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 14012589HCID 14012589, compound

Product 1

HCID 19915055HCID 19915055, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 30 mg (0.1 mmol) of 1-benzyl-3-(1-hydroxyethyl)-4-(1-methoxycarbonylethenyl)-2-azetidinone dissolved in 1 ml of methanol, 1 ml (1 mmol) of 1N potassium hydroxide was added with ice bath. After the mixture was stirred at room temperature for 4 hours, 1 ml of 1N hydrochloric acid was added and the extraction with ethyl acetate was conducted three times. The extract was washed with a saturated solution of NaCl, dried with magnesium sulfate and concentrated to give 19 mg of 1-benzyl-4-(1-carboxyethenyl)-3-(1-hydroxyethyl)-2-azetidinone (yield: 68%).

Workup

  1. extractionthe extraction with ethyl acetate
  2. washThe extract was washed with a saturated solution of NaCl
  3. dry with materialdried with magnesium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-f2aab7109c0c47518438dc757443feb0
Source dataset
uspto-grants-1992_01
Patent number
US05081238

Reaction notes

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