Sodium Cyanide → Methyl 4-(cyanomethyl)-3-fluorobenzoate
反応式
Br[CH2:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][C:4]=1[F:13].[C-:14]#[N:15].[Na+]>CO.O>[C:14]([CH2:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][C:4]=1[F:13])#[N:15]参加物
5
反応条件
- 温度
- 65 °C
実験手順
To a solution of methyl 4-(bromomethyl)-3-fluorobenzoate (18 g, 73 mmol) in MeOH (150 ml) was added the solution of NaCN (7.2 g, 146 mmol) in H2O (40 ml). The mixture was stirred at 65° C. for 5 hours. Most of MeOH was evaporated and additional water was added and extracted by EtOAc (200 ml×3), dried with anhydrous Na2SO4, filtered and evaporated to give the crude product. Purification by column chromatography (PE/EtOAc=50/1 to 10/1) gave the product (8 g, 63.8%).
後処理
- customMost of MeOH was evaporated
- additionadditional water was added
- extractionextracted by EtOAc (200 ml×3)
- dry with materialdried with anhydrous Na2SO4
- filtrationfiltered
- customevaporated
- customto give the crude product
- customPurification by column chromatography (PE/EtOAc=50/1 to 10/1)
出典と根拠
- ORDレコード
- ord-dfa649f956484387a1d832356ecdfe0e
- 出典データセット
- uspto-grants-2014_06
- 特許番号
- US08759548B2
反応ノート
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