Methanol → HCID 10889087, compound

HRID 341763Notes

Reaction equation

HRID 341763 reaction equation
[CH3:1][C:2]1([CH3:13])[CH:5]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[NH:4][C:3]1=[O:12].Cl[Si](C)(C)C.[CH3:19][OH:20]>>[C:6]1([CH:5]([NH2:4])[C:2]([CH3:13])([CH3:1])[C:3]([O:20][CH3:19])=[O:12])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 6397ChlorotrimethylsilaneHCID 27542183,3-dimethyl-4-phenylazetidin-2-one

Product 1

HCID 10889087HCID 10889087, compoundYield 98%

Procedure

A solution of 15.4 g of 3,3-dimethyl-4-phenylazetidin-2-one and 14.3 g of chlorotrimethylsilane in 150 cm3 of anhydrous methanol are refluxed for 6 hours. The solution is then evaporated and ethyl acetate and aqueous sodium bicarbonate at 5% are added. The organic phase is washed with water, is dried on sodium sulphate, and is then evaporated, obtaining 17.8 g of methyl 3-phenyl-3-amino-2,2-dimethylpropanoate (yield 98%).

Workup

  1. customThe solution is then evaporated
  2. additionethyl acetate and aqueous sodium bicarbonate at 5% are added
  3. washThe organic phase is washed with water
  4. customis dried on sodium sulphate
  5. customis then evaporated

Sources & evidence

ORD record
ord-2fe309c5841e4ac390587eaf8c6885db
Source dataset
uspto-grants-1999_01
Patent number
US05856311

Reaction notes

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