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Hydrochloric Acid → (E)-3-Cyclopentylacrylic acid

HRID 41000
ノート
印刷プレビュー

反応式

HRID 41000 の反応式
[C:1](O)(=O)[CH2:2][C:3]([OH:5])=[O:4].N1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.C1(C=O)CCCC1.Cl>N1C=CC=CC=1>[CH:9]1(/[CH:1]=[CH:2]/[C:3]([OH:5])=[O:4])[CH2:13][CH2:12][CH2:11][CH2:10]1
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 4

HCID 313Hydrochloric AcidHCID 867Malonic AcidHCID 8082PiperidineHCID 70106Cyclopentanecarbaldehyde

生成物 1

HCID 21518240(E)-3-Cyclopentylacrylic acid収率 77%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
40 °C

実験手順

To a solution of malonic acid (1.06 g, 10.2 mol) in pyridine (1.25 mL) was added piperidine (0.15 mL) and cyclopentanecarbaldehyde (1.00 g, 10.2 mmol). The mixture was heated to 40° C. for 2 hours, followed by stirring at room temperature for 16 hours. The mixture was then cooled in an ice bath and 2N HCl was added to acidify. The product was extracted with ether. The ether extract was washed with aq. HCl and brine, dried over sodium sulfate, filtered, and the solvent was removed in vacuo to afford the product (1.30 g, 77%), which was used without further purification.

後処理

  1. temperatureThe mixture was then cooled in an ice bath
  2. extractionThe product was extracted with ether
  3. extractionThe ether extract
  4. washwas washed with aq. HCl and brine
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customthe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-7514952082aa4690a649a793d88fb62a
出典データセット
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08530485B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート