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Potassium Cyanide → 2-(6-Fluoronaphthalen-2-yl)acetonitrile

HRID 333230
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HRID 333230 반응식
Br[CH2:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([F:13])[CH:9]=2)[CH:4]=1.[C-:14]#[N:15].[K+]>CC#N>[F:13][C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[CH:4]=[C:3]([CH2:2][C:14]#[N:15])[CH:12]=[CH:11]2
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참가 물질

4

반응물 2

HCID 9032Potassium CyanideHCID 5946332-(Bromomethyl)-6-fluoronaphthalene

생성물 1

HCID 589548152-(6-Fluoronaphthalen-2-yl)acetonitrile수율 75.7%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a mixture of 2-bromomethyl-6-fluoro-naphthalene (1.5 g, 5.9 mmoL) in CH3CN (30 mL) was added KCN (1.16 g, 17.8 mmoL). The reaction mixture was heated at reflux for 6 h before being concentrated. To the residue was added diethyl ether (100 mL) and H2O (15 mL). The organic layer was separated, dried and concentrated. The resultant residue was purified by silica gel column chromatography (ethyl acetate/hexane=1:10) to afford the (6-fluoro-naphthalen-2-yl)-acetonitrile (0.88 g, 70%).

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 6 h
  3. concentrationbefore being concentrated
  4. additionTo the residue was added diethyl ether (100 mL) and H2O (15 mL)
  5. customThe organic layer was separated
  6. customdried
  7. concentrationconcentrated
  8. customThe resultant residue was purified by silica gel column chromatography (ethyl acetate/hexane=1:10)

출처 및 근거

ORD 기록
ord-c8ed129c803a4f8e812b07320838c9a0
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08877975B2

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