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

HRID 333230ノート

反応式

HRID 333230 の反応式
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

参加物

4

反応物 2

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

生成物 1

HCID 589548152-(6-Fluoronaphthalen-2-yl)acetonitrile収率 75.7%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-c8ed129c803a4f8e812b07320838c9a0
出典データセット
uspto-grants-2014_11
特許番号
US08877975B2

反応ノート

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