Sodium Thiosulfate → HCID 86714538, compound

HRID 1187643Notes

Reaction equation

HRID 1187643 reaction equation
[CH2:1]([N:3]([C:11]([CH3:15])([CH3:14])[CH2:12][OH:13])[C:4](=[O:10])[O:5][C:6]([CH3:9])([CH3:8])[CH3:7])C.[CH3:16]C(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.C(=O)([O-])O.[Na+].S([O-])([O-])(=O)=S.[Na+].[Na+]>C(Cl)Cl>[CH3:1][N:3]([C:11]([CH2:15][CH3:16])([CH3:14])[CH:12]=[O:13])[C:4](=[O:10])[O:5][C:6]([CH3:9])([CH3:8])[CH3:7]

Participants

6

Reactant 4

HCID 24477Sodium ThiosulfateHCID 159087TriacetoxyperiodinaneHCID 516892Sodium BicarbonateHCID 86714536HCID 86714536, compound

Product 1

HCID 86714538HCID 86714538, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl ethyl(1-hydroxy-2-methylpropan-2-yl)carbamate (2.18 g, 10 mmol, 1.0 equiv) in DCM (150 mL) was added Dess-martin periodinane (4.24 g, 10 mmol, 1.0 equiv) portionwise at 0° C. The resulting mixture was stirred for 4 h at room temperature. Saturated solutions of aqueous sodium hydrogencarbonate and sodium thiosulfate were added. The resulting mixture was stirred for 0.5 h. The organic phase was separated, washed with saturated sodium hydrogencarbonate, brine, dried over sodium sulfate and concentrated to give 1.5 g (71%) of tert-butyl methyl(2-ethyl-1-oxopropan-2-yl)carbamate as a colorless oil.

Workup

  1. stirringThe resulting mixture was stirred for 0.5 h
  2. customThe organic phase was separated
  3. washwashed with saturated sodium hydrogencarbonate, brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-1c4d3f7aed3c4c1f8a5a79e34d3577e4
Source dataset
uspto-grants-2014_03
Patent number
US08673925B1

Reaction notes

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