Sodium Carbonate → HCID 13363169, compound

HRID 1979987Notes

Reaction equation

HRID 1979987 reaction equation
[CH2:1]([O:3][C:4]([C@H:6]1[CH2:10][CH2:9][C@H:8]([C:11]([OH:13])=[O:12])[NH:7]1)=[O:5])[CH3:2].Cl[C:15]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:16].C(=O)([O-])[O-].[Na+].[Na+]>O>[CH2:1]([O:3][C:4]([CH:6]1[CH2:10][CH2:9][CH:8]([C:11]([OH:13])=[O:12])[N:7]1[C:15]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:16])=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 10387Benzyl chloroformateHCID 13363168HCID 13363168, compound

Product 1

HCID 13363169HCID 13363169, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
5 °C

Procedure

To an aqueous solution of trans-2,5-pyrrolidine dicarboxylic acid monoethyl ester (4.8 g, 0.25 m) at 5° C. was simultaneously added benzyl chloroformate (4.8 ml, 0.032 m) and a solution of sodium carbonate (5.4 g, 0.05 m) in water (20 ml). The mixture was stirred at 5° C. for 45 minutes and then extracted with ether. The aqueous mixture was acidified to pH 3 with dilute hydrochloric acid and extracted with diethyl ether. The combined extracts were washed with brine, and dried over anhydrous sodium sulfate. The solvent was evaporated to yield the title compound as an oil.

Workup

  1. customat 5° C.
  2. extractionextracted with ether
  3. extractionextracted with diethyl ether
  4. washThe combined extracts were washed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe solvent was evaporated

Sources & evidence

ORD record
ord-d89022e8abc64ff3a361f4d40bba2ded
Source dataset
uspto-grants-1984_11
Patent number
US04483991

Reaction notes

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