Pyrrolidone carboxylic acid → Methyl 5-oxo-L-prolinate

HRID 2080660Notes

Reaction equation

HRID 2080660 reaction equation
[NH:1]1[C:5](=[O:6])[CH2:4][CH2:3][CH:2]1[C:7]([OH:9])=[O:8].[CH3:10]O>C(Cl)(Cl)Cl.C[Si](C=[N+]=[N-])(C)C>[NH:1]1[C:5](=[O:6])[CH2:4][CH2:3][C@H:2]1[C:7]([O:9][CH3:10])=[O:8]

Participants

5

Reactant 2

HCID 499Pyrrolidone carboxylic acidHCID 887Methanol

Product 1

HCID 78646Methyl 5-oxo-L-prolinate

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 167693TrimethylsilyldiazomethaneSolvent

Procedure

1 g of dl-pyroglutamic acid was dissolved in a mixed solvent of 25 ml of methanol and 15 ml of chloroform, and 7.7 ml of trimethylsilyldiazomethane (2 M hexane solution) was added to it at room temperature, and then stirred for 20 minutes as it was. The solvent was evaporated away under reduced pressure, the residue was dissolved in chloroform, and washed with saturated saline water. After dried, the solvent was removed to obtain 1.03 g of the entitled compound as a pale yellow oil.

Workup

  1. additionwas added to it at room temperature
  2. customThe solvent was evaporated away under reduced pressure
  3. dissolutionthe residue was dissolved in chloroform
  4. washwashed with saturated saline water
  5. customAfter dried
  6. customthe solvent was removed

Sources & evidence

ORD record
ord-1785b6f8844440a4b44380754747130d
Source dataset
uspto-grants-2011_04
Patent number
US07932394B2

Reaction notes

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