2,2-Dimethoxypropane → HCID 12874034, compound

HRID 2287271Notes

Reaction equation

HRID 2287271 reaction equation
[CH3:1][C:2]1([CH2:7][CH2:8][OH:9])[NH:5][C:4](=[O:6])[CH2:3]1.CO[C:12](OC)([CH3:14])[CH3:13].B(F)(F)F.CCOCC>C(Cl)Cl>[O:6]=[C:4]1[N:5]2[C:2]([CH3:1])([CH2:7][CH2:8][O:9][C:12]2([CH3:14])[CH3:13])[CH2:3]1

Participants

5

Reactant 3

HCID 64952,2-DimethoxypropaneHCID 8000Boron trifluoride etherateHCID 1287403278327-51-2

Product 1

HCID 12874034HCID 12874034, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4-methyl-4-(2-hydroxyethyl)-2-azetidinone (0.016 mole) and 2,2-dimethoxypropane (1.69 g, 0.016 mole) in 25 ml anhydrous methylene chloride is treated with boron trifluoride etherate (0.201 ml, 0.002 mole) at 25° C. The resulting solution is stirred for ten minutes. Removal of the solvent under reduced pressure and chromatography of the crude product on silica gel using 2:1 ethyl acetate/benzene as eluting solvent gives 8-oxo-2,2,6-trimethyl-3-oxa-1-azabicyclo[4.2.0]-octane.

Workup

  1. customRemoval of the solvent under reduced pressure and chromatography of the crude product on silica gel using 2:1 ethyl acetate/benzene
  2. washas eluting solvent

Sources & evidence

ORD record
ord-e69ab9995d124b03a566952252e1a502
Source dataset
uspto-grants-1981_05
Patent number
US04269873

Reaction notes

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