Water → (+)-Methyl 5-oxo-3-(2,4,6-trimethoxyphenyl)pyrrolidine-2-carboxylate

HRID 553273Notes

Reaction equation

HRID 553273 reaction equation
[O:1]=[C:2]1[NH:6][CH:5]([C:7]([O:9][CH3:10])=[O:8])[CH:4]([C:11]2[C:16]([O:17][CH3:18])=[CH:15][C:14]([O:19][CH3:20])=[CH:13][C:12]=2[O:21][CH3:22])[CH:3]1C(OC)=O.[Cl-].[Na+].O>CN1CCCC1=O>[O:1]=[C:2]1[NH:6][CH:5]([C:7]([O:9][CH3:10])=[O:8])[CH:4]([C:11]2[C:12]([O:21][CH3:22])=[CH:13][C:14]([O:19][CH3:20])=[CH:15][C:16]=2[O:17][CH3:18])[CH2:3]1

Participants

5

Reactant 3

HCID 962WaterHCID 5234Sodium ChlorideHCID 67164784(+)-Dimethyl 5-oxo-3-(2,4,6-trimethoxyphenyl)pyrrolidine-2,4-dicarboxylate

Product 1

HCID 67165578(+)-Methyl 5-oxo-3-(2,4,6-trimethoxyphenyl)pyrrolidine-2-carboxylate

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
170 °C

Procedure

(+)-Dimethyl 5-oxo-3-(2,4,6-trimethoxyphenyl)pyrrolidine-2,4-dicarboxylate (4.0 g, 0.0109 mol) was dissolved in N-methylpyrrolidone (15 mL). Sodium chloride (0.631 g, 0.0109 mol) and water (0.196 mL, 0.0109 mol) were added and the reaction mixture was heated to 170° C. for 5 hours. The reaction mixture was poured on ice (50 g) and the solid was filtered and dried.

Workup

  1. additionThe reaction mixture was poured on ice (50 g)
  2. filtrationthe solid was filtered
  3. customdried

Sources & evidence

ORD record
ord-44498d565b1d4b958093f38155574885
Source dataset
uspto-grants-2011_05
Patent number
US07951961B2

Reaction notes

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