Sodium Cyanide → 2-(4-Bromo-3-fluorophenyl)acetonitrile

HRID 910878노트

반응식

HRID 910878 반응식
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[CH:4][C:3]=1[F:10].[C-:11]#[N:12].[Na+]>C(O)C>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][C:11]#[N:12])=[CH:4][C:3]=1[F:10]

참가 물질

4

반응물 2

HCID 8929Sodium CyanideHCID 116661761-Bromo-4-(bromomethyl)-2-fluorobenzene

생성물 1

HCID 116009532-(4-Bromo-3-fluorophenyl)acetonitrile수율 155.7%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 4-bromo-3-fluorobenzyl bromide (12.2 g, 0.03 moles) in ethanol (100 ml) is added with NaCN (2 g, 0.04 moles) and refluxed for 2 hours. The mixture is concentrated under vacuum; the resulting residue is taken up with water, then extracted with ethyl acetate. The organic phase is washed with brine, dried over sodium sulfate and concentrated under vacuum to give a dark oil (10 g), which is subjected to chromatography on a silica gel column (150 g), eluting with hexane:ethyl ether 7:3, to afford the product in the solid form.

후처리

  1. temperaturerefluxed for 2 hours
  2. concentrationThe mixture is concentrated under vacuum
  3. extractionextracted with ethyl acetate
  4. washThe organic phase is washed with brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-dc169f5622ad4acab981a6112296c93f
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022250B2

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