1-(t-Butyldimethylsilyl)-4-(2-acetoxypropyl)-2-azetidinone → 4-(2-Acetoxypropyl)-2-azetidinone

HRID 1719902Notes

Reaction equation

HRID 1719902 reaction equation
[Si]([N:8]1[CH:11]([CH2:12][CH:13]([O:15][C:16](=[O:18])[CH3:17])[CH3:14])[CH2:10][C:9]1=[O:19])(C(C)(C)C)(C)C>Cl.CO>[C:16]([O:15][CH:13]([CH3:14])[CH2:12][CH:11]1[NH:8][C:9](=[O:19])[CH2:10]1)(=[O:18])[CH3:17]

Participants

4

Reactant 1

HCID 143289901-(t-Butyldimethylsilyl)-4-(2-acetoxypropyl)-2-azetidinone

Product 1

HCID 143289914-(2-Acetoxypropyl)-2-azetidinone

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

1-(t-butyldimethylsilyl)-4-(2-acetoxypropyl)-2-azetidinone (2.4 g) is dissolved in a solution of HCl in MeOH (0.25N, 10 ml) and allowed to stand 2.5 hours at room temperature. The solvent is evaporated under reduced pressure and the residue is chromatographed on silica gel to give 4-(2-acetoxypropyl)-2-azetidinone.

Workup

  1. customThe solvent is evaporated under reduced pressure
  2. customthe residue is chromatographed on silica gel

Sources & evidence

ORD record
ord-bbc1c2b4536a46a19fa0f96c8d34c857
Source dataset
uspto-grants-1985_09
Patent number
US04543257

Reaction notes

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