Carbon Dioxide → HCID 23104890, compound

HRID 1363867Notes

Reaction equation

HRID 1363867 reaction equation
[S:1]([N:10]1[CH2:14][CH2:13][O:12]C1=O)([N:4]1[CH2:8][CH2:7][O:6]C1=O)(=[O:3])=[O:2].C(=O)=O>[OH-].[Na+]>[OH:12][CH2:13][CH2:14][NH:10][S:1]([NH:4][CH2:8][CH2:7][OH:6])(=[O:3])=[O:2]

Participants

4

Reactant 2

HCID 280Carbon DioxideHCID 10911530HCID 10911530, compound

Product 1

HCID 23104890HCID 23104890, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

17 g of sulfonylbisoxazolidinone are added to 2N sodium hydroxide solution (170 ml of water for 13.6 g of NaOH) and placed under stirring. After a strong evolution of CO2, the reaction medium is stirred for 3 days at room temperature. The reaction medium is then passed through Dowex® 50WX8-200 resin (sold by Aldrich). The resin is filtered through a sinter funnel and the filtrate is concentrated under vacuum. The residue is purified by flash chromatography on silica (eluent: 8/2 EtOAc/MeOH). The volatile materials are evaporated off under vacuum to give a colourless oil (87% yield).

Workup

  1. filtrationThe resin is filtered through a sinter funnel
  2. concentrationthe filtrate is concentrated under vacuum
  3. customThe residue is purified by flash chromatography on silica (eluent: 8/2 EtOAc/MeOH)
  4. customThe volatile materials are evaporated off under vacuum

Sources & evidence

ORD record
ord-cec3d4e05ffe48a5b692e2937f31541f
Source dataset
uspto-grants-2011_02
Patent number
US07887824B2

Reaction notes

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