Diethyl Ether → 4-Amino-1-benzylpyrrolidin-2-one--hydrogen chloride (1/1)

HRID 1269765Notes

Reaction equation

HRID 1269765 reaction equation
[CH2:1]([N:8]1[C:12](=[O:13])[CH2:11][CH:10]([NH:14]C(=O)OC(C)(C)C)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:22].O1CCOCC1.C(OCC)C>O1CCCC1>[ClH:22].[NH2:14][CH:10]1[CH2:9][N:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:12](=[O:13])[CH2:11]1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 18541793HCID 18541793, compoundHCID 204431481,4-Dioxane hydrochloride

Product 1

HCID 185417664-Amino-1-benzylpyrrolidin-2-one--hydrogen chloride (1/1)Yield 101.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In tetrahydrofuran (6 ml) was dissolved tert-butyl 1-benzyl-5-oxo-3-pyrrolidinylcarbamate (480 mg, 1.65 mmol), followed by adding thereto 4N-hydrogen chloride/dioxane (6.0 ml, 24 mmol), and the resulting mixture was stirred overnight at room temperature. After completion of the reaction, diethyl ether (35 ml) was added to the reaction solution, and the resulting mixture was stirred at room temperature for 30 minutes and the precipitate was collected by filtration. The precipitate was washed with diethyl ether and dried to obtain 4-amino-1-benzyl-2-pyrrolidinone hydrochloride (380 mg, 99%).

Workup

  1. additionby adding
  2. additionwas added to the reaction solution
  3. filtrationthe precipitate was collected by filtration
  4. washThe precipitate was washed with diethyl ether
  5. customdried

Sources & evidence

ORD record
ord-50a97bf7136247c181dedf88d7b9eabd
Source dataset
uspto-grants-2007_04
Patent number
US07199147B2

Reaction notes

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