1-tert-Butyl 4-ethyl 4-cyanopiperidine-1,4-dicarboxylate → 1-tert-Butyl 4-ethyl 4-(aminomethyl)piperidine-1,4-dicarboxylate

HRID 423028

反応式

HRID 423028 の反応式
[C:1]([C:3]1([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4]1)#[N:2]>C(O)(=O)C.[Pt](=O)=O>[NH2:2][CH2:1][C:3]1([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:4][CH2:5][N:6]([C:9]([O:11][C:12]([CH3:14])([CH3:15])[CH3:13])=[O:10])[CH2:7][CH2:8]1

参加物

4

反応物 1

HCID 577503761-tert-Butyl 4-ethyl 4-cyanopiperidine-1,4-dicarboxylate2 回

生成物 1

HCID 468399351-tert-Butyl 4-ethyl 4-(aminomethyl)piperidine-1,4-dicarboxylate収率 83.1%

試薬・触媒・溶媒 2

HCID 345198Adams' catalyst触媒HCID 176Acetic Acid溶媒

実験手順

Platinum(IV) oxide (0.724 g, 3.19 mmol) and 1-tert-butyl 4-ethyl 4-cyanopiperidine-1,4-dicarboxylate (Intermediate 7) (9 g, 31.9 mmol) in acetic acid (100 ml) were stirred under an atmosphere of hydrogen at 5 bar and 25° C. for 1 day. The crude product was filtered through celite and the filtrate purified by ion exchange chromatography, using an SCX column. The desired product was eluted from the column using 7M NH3/MeOH and pure fractions were evaporated to dryness to afford 1-tert-butyl 4-ethyl 4-(aminomethyl)piperidine-1,4-dicarboxylate (7.59 g, 83%) as a colourless oil.

後処理

  1. filtrationThe crude product was filtered through celite
  2. customthe filtrate purified by ion exchange chromatography
  3. washThe desired product was eluted from the column
  4. customwere evaporated to dryness

出典と根拠

ORDレコード
ord-b5b7caef13dc454ab83916b36337e3bb
出典データセット
uspto-grants-2012_01
特許番号
US08101623B2

関連ノート

読み込み中…