Sodium Cyanide → 2-(4-Bromo-2-fluorophenyl)acetonitrile

HRID 7704

반응식

HRID 7704 반응식
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[C:4]([F:10])[CH:3]=1.[C-:11]#[N:12].[Na+]>CN(C=O)C>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][C:11]#[N:12])=[C:4]([F:10])[CH:3]=1

참가 물질

4

반응물 2

HCID 8929Sodium CyanideHCID 27336604-Bromo-2-fluorobenzyl bromide

생성물 1

HCID 71723082-(4-Bromo-2-fluorophenyl)acetonitrile

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
90 °C

실험 절차

To a stirred solution of 4-bromo-2-fluoro benzyl bromide (1.5 g, 5.6 mmol) in DMF (50 mL) was added sodium cyanide (0.8 g, 16.8 mmol). The reaction was stirred at 90° C. for 1 h, and cooled at rt. After quenching with brine (50 mL) and diluted with EtOAc (100 mL), the EtOAc layer was washed with brine (50 mL), dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by flash chromatography (silica gel, hexanes:EtOAc 5:1) to afford 4-bromo-2-fluoro benzyl cyanide as yellow solid. MS (ESI) 307 (M+H)+.

후처리

  1. temperaturecooled at rt
  2. customAfter quenching with brine (50 mL)
  3. additiondiluted with EtOAc (100 mL)
  4. washthe EtOAc layer was washed with brine (50 mL)
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe residue was purified by flash chromatography (silica gel, hexanes:EtOAc 5:1)

출처 및 근거

ORD 기록
ord-57e9aff840d84b2daacf95eb7f45676b
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087601B2

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