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

HRID 1702571Notes

Reaction equation

HRID 1702571 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 (0.25 N, 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-58df5a2467e1470cb439226334001382
Source dataset
uspto-grants-1982_09
Patent number
US04348320

Reaction notes

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