Acetonitrile → 2,3-Dihydro-1H-indene-2-carbonitrile

HRID 450727

반응식

HRID 450727 반응식
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1OS(C)(=O)=O.[C:15](#[N:17])C>[C-]#N.C([N+](CC)(CC)CC)C>[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[C:15]#[N:17]

참가 물질

4

반응물 2

HCID 6342AcetonitrileHCID 2552212,3-Dihydro-1h-inden-2-yl methanesulfonate

생성물 1

HCID 232396182,3-Dihydro-1H-indene-2-carbonitrile수율 52%

시약·촉매·용매 1

HCID 3014735Tetraethylammonium cyanide촉매

반응 조건

온도
55 °C

실험 절차

A mixture of methanesulfonic acid indan-2-yl ester (18.65 g, 87.9 mmol) and tetraethylammonium cyanide (15.10 g) in acetonitrile (180 mL) was heated to 55° C. for 5 hours, cooled and concentrated. The residue was partitioned between ethyl acetate and water, and the organic phase separated. This was dried over MgSO4 and the filtered solution was concentrated and then separated by column chromatography (dichloromethane:ethyl acetate, 6:1-1:1) to give the product as a red solid (6.51 g, 52%).

후처리

  1. temperaturecooled
  2. concentrationconcentrated
  3. customThe residue was partitioned between ethyl acetate and water
  4. customthe organic phase separated
  5. dry with materialThis was dried over MgSO4
  6. concentrationthe filtered solution was concentrated
  7. customseparated by column chromatography (dichloromethane:ethyl acetate, 6:1-1:1)

출처 및 근거

ORD 기록
ord-b09be4f86e70459ba16dd2d42dc4a312
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08486984B2

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