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Chloroform → 2-Piperidineacetic acid ethyl ester hydrochloride

HRID 1645238
ノート
印刷プレビュー

反応式

HRID 1645238 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9].C(Cl)(Cl)[Cl:14].C(Cl)Cl.CO>C(O)C.O=[Pt]=O>[ClH:14].[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 6212Chloroform2 回HCID 75960Ethyl 2-pyridylacetateHCID 21226129Dichloromethane methanol

生成物 1

HCID 242012202-Piperidineacetic acid ethyl ester hydrochloride

試薬・触媒・溶媒 2

HCID 345198Adams' catalyst触媒HCID 702Ethanol溶媒

反応条件

温度
40 °C

実験手順

Ethyl 2-(pyridin-2-yl)acetate (24.51 g, 148.4 mmol) was dissolved in ethanol (130 ml), and PtO2 (3.37 g, 14.84 mmol, 0.1 eq.) and chloroform (20 ml) were added. The suspension was stirred overnight under a H2 atmosphere (8 bar) at 40° C. According to TLC monitoring (silica gel, DCM/methanol 95:5), the reaction was incomplete, so that further chloroform (15 ml) was added and stirring was carried out for a further 2 d under a H2 atmosphere (8 bar) at 40° C. (TLC monitoring). After cooling, the catalyst was first removed by filtration over filtering earth and the filtrate was concentrated to dryness in vacuo. The ethyl 2-(piperidin-2-yl)acetate hydrochloride was used in the next stage without being purified further. Yield: 31.51 g, >100%

後処理

  1. additionwas added
  2. stirringstirring
  3. waitwas carried out for a further 2 d under a H2 atmosphere
  4. customat 40° C.
  5. temperatureAfter cooling
  6. customthe catalyst was first removed by filtration
  7. filtrationover filtering earth
  8. concentrationthe filtrate was concentrated to dryness in vacuo
  9. customwithout being purified further

出典と根拠

ORDレコード
ord-dcc53eb7a1924931a6ec925ac4f78bef
出典データセット
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08124624B2

反応ノート

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