Potassium Cyanide → Tert-butyl 4-(cyanomethyl)-4-methylpiperidine-1-carboxylate

HRID 1986179노트

반응식

HRID 1986179 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([CH2:15]OS(C)(=O)=O)([CH3:14])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C-:21]#[N:22].[K+]>CS(C)=O.CCOC(C)=O.O>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([CH2:15][C:21]#[N:22])([CH3:14])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

6

반응물 2

HCID 9032Potassium CyanideHCID 222480521-(Tert-butoxycarbonyl)-4-methyl-4-(methanesulfonyloxymethyl)piperidine

생성물 1

HCID 66660780Tert-butyl 4-(cyanomethyl)-4-methylpiperidine-1-carboxylate수율 77.2%

시약·촉매·용매 3

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매HCID 8857Ethyl Acetate용매

반응 조건

온도
130 °C

실험 절차

To 4-methanesulfonyloxymethyl-4-methylpiperidine-1-carboxylic acid tert-butyl ester (0.440 g, 1.43 mmol) dissolved in DMSO (3 mL) is added potassium cyanide (0.373 g, 5.73 mmol). The mixture is heated to 130° C. for 18 hours. The reaction mixture is cooled and diluted with EtOAc and water. The organic layer is concentrated, taken up in MeOH and concentrated again to give the title compound as a brown oil (263 mg, 77% yield).

후처리

  1. temperatureThe reaction mixture is cooled
  2. concentrationThe organic layer is concentrated
  3. concentrationconcentrated again

출처 및 근거

ORD 기록
ord-846fb18cc1b44195a6abb937a7a8122b
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07547691B2

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