Acetic Acid → 78327-51-2

HRID 444543Notes

Reaction equation

HRID 444543 reaction equation
C([O:4][CH2:5][CH2:6][C:7]1([CH3:12])[NH:10][C:9](=[O:11])[CH2:8]1)(=O)C.C[O-].[Na+].C(O)(=O)C>CO>[OH:4][CH2:5][CH2:6][C:7]1([CH3:12])[NH:10][C:9](=[O:11])[CH2:8]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 10942334Sodium MethoxideHCID 12874030HCID 12874030, compound

Product 1

HCID 1287403278327-51-2

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Under nitrogen at 0°, a solution of 4-(2-acetoxyethyl)-4-methyl-2-azetidinone (0.014 mole) in 25 ml anhydrous methanol is treated with a solution of sodium methoxide (77 mg, 1.4 mmoles) in 5 ml anhydrous methanol. After stirring for 1 hour, the solution is neutralized with glacial acetic acid. Removal of the methanol in vacuo gives crude 4-(2-hydroxyethyl)-4-methyl-2-azetidinone as an oil. The product is purified by chromatography on silica gel eluting with 10% MeOH/CHCl3 to give the alcohol.

Workup

  1. customRemoval of the methanol in vacuo
  2. customgives crude 4-(2-hydroxyethyl)-4-methyl-2-azetidinone as an oil
  3. customThe product is purified by chromatography on silica gel eluting with 10% MeOH/CHCl3

Sources & evidence

ORD record
ord-90125eb00f424ea7bd55687688ea5f1d
Source dataset
uspto-grants-1981_04
Patent number
US04264621

Reaction notes

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