Sodium Bicarbonate → 3-(((1,1-Dimethylethyl)dimethylsilyl)oxy)cyclobutanone

HRID 473373Notes

Reaction equation

HRID 473373 reaction equation
[Si:1]([O:8][CH:9]1[CH2:12][CH:11]([OH:13])[CH2:10]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C(=O)(O)[O-].[Na+]>C(Cl)Cl>[Si:1]([O:8][CH:9]1[CH2:12][C:11](=[O:13])[CH2:10]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 575158733-(((1,1-Dimethylethyl)dimethylsilyl)oxy)cyclobutanol

Product 1

HCID 575158533-(((1,1-Dimethylethyl)dimethylsilyl)oxy)cyclobutanone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 3-(tert-butyldimethylsilyloxy)cyclobutanol (2.59 g, 13 mmol), sodium bicarbonate (3 ml, 38 mmol), and Des-Martin periodonane (7 g, 15 mmol) in DCM (40 ml) was stirred at RT in 4 h, the solid was filtered; the filtrated was purified by ISCO (5% EtOAc/Hexanes) to give the title compound as a colorless oil.

Workup

  1. filtrationthe solid was filtered
  2. customthe filtrated was purified by ISCO (5% EtOAc/Hexanes)

Sources & evidence

ORD record
ord-fe2b2f2c5e044269b1a1f3296f169123
Source dataset
uspto-grants-2014_01
Patent number
US08633315B2

Reaction notes

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