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

HRID 230628노트

반응식

HRID 230628 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-cf2488bbaab6476fa62ce50afc52e5d1
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07566735B2

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