2-Fluoro-5-nitrobenzonitrile → 5-Amino-2-fluorobenzonitrile

HRID 376429

반응식

HRID 376429 반응식
[F:1][C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-])=O)=[CH:6][C:3]=1[C:4]#[N:5]>C(OCC)(=O)C>[F:1][C:2]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][C:3]=1[C:4]#[N:5]

참가 물질

3

반응물 1

HCID 5194172-Fluoro-5-nitrobenzonitrile

생성물 1

HCID 27376735-Amino-2-fluorobenzonitrile수율 85.7%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 2-fluoro-5-nitrobenzonitrile (2.0 g, 12 mmol) in ethyl acetate(50 mL) was added stannous chloride (27.0 g, 120 mmol). The reaction mixture was stirred at reflux 1.5 h, then cooled to room temperature. Partitioned between ethyl acetate (150 mL) and saturated sodium bicarbonate(150 mL). Organic phase was separated and washed with water (5×75 mL), brine (75 mL); dried over sodium sulfate (anhy.); filtered and concentrated to give 2-fluoro-5-aminobenzonitrile (1.4 g) as pure compound.

후처리

  1. temperatureat reflux 1.5 h
  2. customPartitioned between ethyl acetate (150 mL) and saturated sodium bicarbonate(150 mL)
  3. customOrganic phase was separated
  4. washwashed with water (5×75 mL), brine (75 mL)
  5. dry with materialdried over sodium sulfate (anhy.)
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8478ae9ce00f4aafb8ce937a724cad71
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06020357

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