Pyrrolidine → 1-(2-Bromo-3-methylbenzoyl)pyrrolidine

HRID 1028935

反応式

HRID 1028935 の反応式
[Br:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[NH:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1>C1COCC1>[Br:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([N:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1)=[O:6]

参加物

4

反応物 2

HCID 31268PyrrolidineHCID 27355882-Bromo-3-methylbenzoic acid

生成物 1

HCID 665791491-(2-Bromo-3-methylbenzoyl)pyrrolidine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

2-Bromo-3-methylbenzoic acid (5.0 g, 23.3 mmol) was dissolved in THF (100 mL) and added N,N′-carbonyldiimidazole (4.52 g, 27.9 mmol). The reaction mixture was stirred at ambient temperature for 14 h. Pyrrolidine (6.8 mL, 81 mmol) was added in one portion. The mixture was stirred for 8 h and then partitioned between EtOAc and water. The organic layer was washed with water, diluted HCl, saturated bicarbonate, water and brine. The solution was then concentrated in vacuo to afford (2-bromo-3-methylphenyl)(pyrrolidin-1-yl)methanone as a white crystalline solid, upon standing overnight at RT.

後処理

  1. stirringThe mixture was stirred for 8 h
  2. custompartitioned between EtOAc and water
  3. washThe organic layer was washed with water, diluted HCl, saturated bicarbonate, water and brine
  4. concentrationThe solution was then concentrated in vacuo

出典と根拠

ORDレコード
ord-a11937687535417686898b6081575465
出典データセット
uspto-grants-2014_05
特許番号
US08735384B2

関連ノート

読み込み中…