Potassium Cyanide → 5-chloro-1-(cyanomethyl)-6-methoxy-2,3-dihydro-1H-indene-1-carbonitrile

HRID 1661056노트

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HRID 1661056 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[O:11][CH3:12])/[C:7](=[C:13](\[C:19]#[N:20])/C(OCC)=O)/[CH2:6][CH2:5]2.[C-:21]#[N:22].[K+]>C(O)C.O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[O:11][CH3:12])[C:7]([CH2:13][C:19]#[N:20])([C:21]#[N:22])[CH2:6][CH2:5]2

참가 물질

5

반응물 2

HCID 9032Potassium CyanideHCID 68217647HCID 68217647, 화합물

생성물 1

HCID 674292935-chloro-1-(cyanomethyl)-6-methoxy-2,3-dihydro-1H-indene-1-carbonitrile수율 16%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매2회

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온도
67.5 °C

실험 절차

To a solution of (E)-ethyl 2-(5-chloro-6-methoxy-2,3-dihydro-1H-inden-1-ylidene)-2-cyanoacetate (Prep16, 6.02 g, 24.4 mmol) in ethanol (25 ml) was added a solution of KCN (3.61 g, 60 mmol) in water. The mixture was stirred for one day at 65-70° C. Water was added and extracted with ethyl acetate twice. The organic phases were combined and dried over anhydrous Na2SO4, concentrated and purified by FC to afford the title compound (800 mg, y=16%).

후처리

  1. extractionextracted with ethyl acetate twice
  2. dry with materialdried over anhydrous Na2SO4
  3. concentrationconcentrated
  4. custompurified by FC

출처 및 근거

ORD 기록
ord-3a67432d36d3459796066ccb5ea4e697
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08030322B2

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