Acetic Acid → (trans)Cyan-(3,4-dimethyl-cyclopentylidene)-acetic acid ethyl ester

HRID 1167894노트

반응식

HRID 1167894 반응식
[CH3:1][C@H:2]1[C@H:6]([CH3:7])[CH2:5][C:4](=O)[CH2:3]1.[C:9]([CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])#[N:10].C([O-])(=O)C.[NH4+].C(O)(=O)C>C1(C)C=CC=CC=1>[CH2:15]([O:14][C:12](=[O:13])[C:11]([C:9]#[N:10])=[C:4]1[CH2:3][C@@H:2]([CH3:1])[C@H:6]([CH3:7])[CH2:5]1)[CH3:16]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 7764Ethyl cyanoacetateHCID 517165Ammonium AcetateHCID 643073rel-(3R,4R)-3,4-Dimethylcyclopentanone

생성물 1

HCID 12970148(trans)Cyan-(3,4-dimethyl-cyclopentylidene)-acetic acid ethyl ester수율 93%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

Trans-3,4-dimethyl cyclopentanone (2.91 g, 25.94 mmol), ethyl cyanoacetate (2.93 g, 25.93 mmol), ammonium acetate (0.20 g, 2.60 mmol), and acetic acid (0.31 g, 5.17 mmol) were heated together in refluxing toluene under a Dean-Stark trap for 24 hours. After cooling and filtration through kieselguhr, evaporation gave the required product as an off-white solid (5.0 g, 93%).

후처리

  1. temperatureAfter cooling
  2. filtrationfiltration
  3. customthrough kieselguhr, evaporation

출처 및 근거

ORD 기록
ord-3de6020271e44f25b4252e6bf1fad291
출처 데이터셋
uspto-grants-2003_09
특허 번호
US06620829B2

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