Ammonium formate → 4-Benzo[1,3]dioxol-4-yl-piperidine

HRID 1909357ノート

反応式

HRID 1909357 の反応式
Cl.[O:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([C:11]3[CH2:12][CH2:13][NH:14][CH2:15][CH:16]=3)[C:5]=2[O:4][CH2:3]1.C([O-])=O.[NH4+]>CO.[Pd]>[O:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([CH:11]3[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]3)[C:5]=2[O:4][CH2:3]1

参加物

5

反応物 2

HCID 2723923Ammonium formateHCID 706564464-(Benzo[1,3]dioxol-4-yl)-1,2,3,6-tetrahydropyridine hydrochloride

生成物 1

HCID 706572904-Benzo[1,3]dioxol-4-yl-piperidine収率 100%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

Pd/C 10% (169 mg, 159 μmol,) was added to a solution of 4-(benzo[1,3]dioxol-4-yl)-1,2,3,6-tetrahydropyridine hydrochloride (760 mg, 3.17 mmol) and ammonium formate (1.00 g, 15.9 mmol) in methanol (28.8 ml) under argon. After refluxing for 60 min the reaction mixture was cooled to room temperature, filtrated and concentrated under reduced pressure. Saturated sodium bicarbonate solution was added to the residue and the mixture was extracted with dichloromethane (3×25 mL). The organic layers were dried over MgSO4 and concentrated in vacuo to yield the title compound as a white solid (0.654 grs, 100%). MS (ISP) m/z=206.0[(M+H)+].

後処理

  1. temperatureAfter refluxing for 60 min the reaction mixture
  2. filtrationfiltrated
  3. concentrationconcentrated under reduced pressure
  4. additionSaturated sodium bicarbonate solution was added to the residue
  5. extractionthe mixture was extracted with dichloromethane (3×25 mL)
  6. dry with materialThe organic layers were dried over MgSO4
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-ae532a8722ee49fe9ab6be0c258bebc9
出典データセット
uspto-grants-2013_12
特許番号
US08598357B2

反応ノート

読み込み中…