HCID 67822507, compound → HCID 19011727, compound

HRID 1729209Notes

Reaction equation

HRID 1729209 reaction equation
CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O.[OH:14][C@@H:15]1[CH2:19][N:18]([C:20](=[O:33])[C:21]2[CH:26]=[C:25]3[O:27][CH2:28][O:29][C:24]3=[CH:23][C:22]=2[N+:30]([O-:32])=[O:31])[C@@H:17]([C:34]([OH:36])=[O:35])[CH2:16]1>CC(C)=O.O>[O:14]=[C:15]1[CH2:19][N:18]([C:20](=[O:33])[C:21]2[CH:26]=[C:25]3[O:27][CH2:28][O:29][C:24]3=[CH:23][C:22]=2[N+:30]([O-:32])=[O:31])[CH:17]([C:34]([OH:36])=[O:35])[CH2:16]1

Participants

5

Reactant 2

HCID 67822507HCID 67822507, compoundHCID 131709961Jones' reagent

Product 1

HCID 19011727HCID 19011727, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

15 ml of Jones reagent (aqueous chromic and sulfuric acid solution) are added dropwise to a solution of 8 g (0.025 mole) of trans-4-hydroxy-1-(4,5-methylenedioxy-2-nitrobenzoyl)pyrrolidine-2-carboxylic acid obtained in Example 1, in 500 ml of acetone. The reaction mixture is stirred for 2 hours. The acetone is removed under vacuum. The residue obtained is taken up in water. The precipitate is separated, dried and recrystallized in a V/V mixture of methanol and petroleum ether.

Workup

  1. customThe acetone is removed under vacuum
  2. customThe residue obtained
  3. customThe precipitate is separated
  4. customdried
  5. customrecrystallized in a V/V mixture of methanol and petroleum ether

Sources & evidence

ORD record
ord-3f3468a458f54f86b4b448c0801844a3
Source dataset
uspto-grants-1994_07
Patent number
US05332735

Reaction notes

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