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

HRID 230628ノート

反応式

HRID 230628 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-cf2488bbaab6476fa62ce50afc52e5d1
出典データセット
uspto-grants-2009_07
特許番号
US07566735B2

反応ノート

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