Sodium Bicarbonate → HCID 67494427, compound

HRID 2047210Notes

Reaction equation

HRID 2047210 reaction equation
CS[CH2:3][C:4]1([NH:7][C:8](=[O:14])[O:9][C:10]([CH3:13])([CH3:12])[CH3:11])[CH2:6][CH2:5]1.O[O:16][S:17]([O-:19])=O.[K+].[C:21]([O-])(O)=O.[Na+]>CO.O>[CH3:21][S:17]([CH2:3][C:4]1([NH:7][C:8](=[O:14])[O:9][C:10]([CH3:13])([CH3:12])[CH3:11])[CH2:5][CH2:6]1)(=[O:19])=[O:16]

Participants

6

Reactant 3

HCID 516892Sodium BicarbonateHCID 23707502Potassium hydroxy sulfiteHCID 67494562HCID 67494562, compound

Product 1

HCID 67494427HCID 67494427, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A mixture of tert-butyl 1-(methylthiomethyl)cyclopropylcarbamate (crude), Oxone (4.8 g, 7.8 mmol) and NaHCO3 (2.6 g, 31.3 mmol) in MeOH (28 ml) and Water (7 ml) was stirred at room temperature for 1.5 h, at which time LC/MS analysis confirmed full consumption of starting material. Solvent was removed in vacuo and the crude was redissolved in EtOAc (100 ml), washed with water (1×20 ml), brine (1×20 ml), dried over MgSO4. Solvent was removed in vacuo to give tert-butyl 1-(methylsulfonylmethyl)cyclopropylcarbamate as a crude product (white solid, 1.1 g) which was used for the next step without any purification.

Workup

  1. customconsumption of starting material
  2. customSolvent was removed in vacuo
  3. dissolutionthe crude was redissolved in EtOAc (100 ml)
  4. washwashed with water (1×20 ml), brine (1×20 ml)
  5. dry with materialdried over MgSO4
  6. customSolvent was removed in vacuo

Sources & evidence

ORD record
ord-bccccb6b69db4b4ea1d18c4cb014703c
Source dataset
uspto-grants-2013_11
Patent number
US08591943B2

Reaction notes

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