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

HRID 1028935

반응식

HRID 1028935 반응식
[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]

참가 물질

4

반응물 2

HCID 31268PyrrolidineHCID 27355882-Bromo-3-methylbenzoic acid

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a11937687535417686898b6081575465
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08735384B2

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