Benzene → 2-Pyrrolidinone, 5-phenyl-

HRID 1835057Notes

Reaction equation

HRID 1835057 reaction equation
C(O[CH:4]1[NH:9][C:7](=[O:8])[CH2:6][CH2:5]1)C.S(=O)(=O)(O)O.[CH:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[C:15]1([CH:4]2[NH:9][C:7](=[O:8])[CH2:6][CH2:5]2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 3

HCID 241BenzeneHCID 1118Sulfuric AcidHCID 35805555-Ethoxy-2-pyrrolidinone

Product 1

HCID 956722-Pyrrolidinone, 5-phenyl-Yield 100%

Procedure

At 0° C., 6.45 g of γ-ethoxy-γ-butyrolactam and 50 ml of concentrated sulphuric acid were charged initially, and 18.8 ml of benzene were added. After thawing, the mixture was stirred at room temperature for 4 days. For work-up, the mixture was poured onto ice, extracted three times with ethyl acetate and the combined extracts were washed once with water and once with saturated aqueous sodium chloride solution, dried and evaporated. 8.1 g (100% of theory) of γ-phenyl-γ-butyrolactam were obtained.

Workup

  1. additionFor work-up, the mixture was poured onto ice
  2. extractionextracted three times with ethyl acetate
  3. washthe combined extracts were washed once with water and once with saturated aqueous sodium chloride solution
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-222c09a27a2a432cb6c962f776a95d90
Source dataset
uspto-grants-2004_08
Patent number
US06770595B2

Reaction notes

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