Triethylamine → 6-(Hydroxymethyl)pyridine-2-carbonitrile
反応式
[C:1]([C:3]1[CH:11]=[CH:10][C:6](C(O)=O)=[CH:5][N:4]=1)#[N:2].CCN(CC)CC.Cl[C:20](OCC)=[O:21].[BH4-].[Na+]>C1COCC1>[OH:21][CH2:20][C:5]1[N:4]=[C:3]([C:1]#[N:2])[CH:11]=[CH:10][CH:6]=1参加物
6
実験手順
To a solution of 6-cyanonicotinic acid (12 g, 0.081 mol; see step (i) above) in THF at 0° C., Et3N (12.4 mL, 0.0892 mol) was added followed by ethyl chloroformate (8.53 mL, 0.0892 mol). The reaction mixture was stirred for 15 min and NaBH4 (6.14 g, 0.162 mol) was added. Then the mixture was stirred at RT overnight, quenched with water and extracted with methylene chloride. The organic layer was concentrated and purified by column chromatography to yield 4 g (20%) of the alcohol.
後処理
- stirringThen the mixture was stirred at RT overnight
- customquenched with water
- extractionextracted with methylene chloride
- concentrationThe organic layer was concentrated
- custompurified by column chromatography
出典と根拠
- ORDレコード
- ord-0241f58821ee42dc91fe93b06ca869c6
- 出典データセット
- uspto-grants-2006_10
- 特許番号
- US07129233B2
反応ノート
読み込み中…