Sodium Carbonate → HCID 15574491, compound

HRID 1702918Notes

Reaction equation

HRID 1702918 reaction equation
[CH3:1][C:2]1([CH3:12])[N:6]([C:7](=[O:10])[CH2:8]Cl)[CH2:5][CH:4]([CH3:11])[O:3]1.C([O-])=[O:14].[Na+].C(=O)([O-])[O-].[Na+].[Na+]>[Br-].C([P+](CCCC)(CCCC)CCCC)CCC.O>[CH3:1][C:2]1([CH3:12])[N:6]([C:7](=[O:10])[CH2:8][OH:14])[CH2:5][CH:4]([CH3:11])[O:3]1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 2723810Sodium FormateHCID 15574490HCID 15574490, compound

Product 1

HCID 15574491HCID 15574491, compound

Reagents, catalysts & solvents 2

HCID 76564Tetrabutylphosphonium bromideCatalystHCID 962WaterSolvent

Procedure

Thirty-eight and three-tenths g. of 2,2,5-trimethyl-3-chloroacetyl-1,3-oxazolidine, 15.6 g. of sodium formate, 24.4 g. sodium carbonate and 1 g. of tetrabutyl phosphonium bromide were combined in 100 ml. of water and allowed to stir for four days. The mixture was heated to reflux for two hours, cooled and extracted with 50 ml. of methylene chloride. The inorganic salts were filtered off and the aqueous phase extracted three times with 25 ml. portions of methylene chloride. The combined methylene chloride extracts were washed with water, dried over anhydrous magnesium sulfate and stripped under vacuum. Yield was 30.9 g. of product, m.p. 50°-53° C. The structure was confirmed by infrared, nuclear magnetic resonance and mass spectroscopy.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for two hours
  3. temperaturecooled
  4. extractionextracted with 50 ml
  5. filtrationThe inorganic salts were filtered off
  6. extractionthe aqueous phase extracted three times with 25 ml
  7. washThe combined methylene chloride extracts were washed with water
  8. dry with materialdried over anhydrous magnesium sulfate

Sources & evidence

ORD record
ord-2ef85bc6012546c893d1611f6f1bc52b
Source dataset
uspto-grants-1982_09
Patent number
US04350517

Reaction notes

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