Hydrochloric Acid → (E)-3-Cyclopentylacrylic acid

HRID 41000

반응식

HRID 41000 반응식
[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

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 867Malonic AcidHCID 8082PiperidineHCID 70106Cyclopentanecarbaldehyde

생성물 1

HCID 21518240(E)-3-Cyclopentylacrylic acid수율 77%

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
40 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7514952082aa4690a649a793d88fb62a
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08530485B2

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