Methyl iodide → 5-(4-Bromophenyl)-1-methyl-2-pyrrolidinone

HRID 1988617노트

반응식

HRID 1988617 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[NH:12][C:11](=[O:13])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[H-].[Na+].[CH3:16]I>CN(C)C=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[N:12]([CH3:16])[C:11](=[O:13])[CH2:10][CH2:9]2)=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 120565955-(4-Bromophenyl)pyrrolidin-2-one

생성물 1

HCID 577627945-(4-Bromophenyl)-1-methyl-2-pyrrolidinone수율 67%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 5-(4-bromophenyl)-2-pyrrolidinone (preparation described in WO00/21958) (200 mg, 0.83 mmol) in dimethylformamide (5 ml) was treated with a solid suspension of sodium hydride (60% in mineral oil, 35 mg, 0.88 mmol). The reaction mix was allowed to stir for 20 minutes, then methyl iodide (124 mg, 0.88 mmol) was added and the whole mix stirred for a further 18 hours. The reaction mixture was quenched with a few drops of water then partitioned between dichloromethane (15 ml), and water (60 ml), the organic layer was removed and washed with water again (2×10 ml), then reduced to minimum volume under reduced pressure to give the title compound as a brown oil (141 mg, 67%).

후처리

  1. additionThe reaction mix
  2. additionthe whole mix
  3. stirringstirred for a further 18 hours
  4. customThe reaction mixture was quenched with a few drops of water
  5. customthen partitioned between dichloromethane (15 ml), and water (60 ml)
  6. customthe organic layer was removed
  7. washwashed with water again (2×10 ml)

출처 및 근거

ORD 기록
ord-17a48ccbeb7e423cb586a60b37a37227
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07642256B2

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