Diphosgene → (3R)-1-azabicyclo[2.2.2]octan-3-yl carbonochloridate hydrochloride

HRID 1497973노트

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HRID 1497973 반응식
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C@@H:3]([OH:9])[CH2:2]2.[Cl:10][C:11](OC(Cl)(Cl)Cl)=[O:12]>C(#N)C>[ClH:10].[C:11]([Cl:10])(=[O:12])[O:9][C@@H:3]1[CH:4]2[CH2:7][CH2:8][N:1]([CH2:6][CH2:5]2)[CH2:2]1

참가 물질

4

반응물 2

HCID 10426DiphosgeneHCID 914043-Quinuclidinol, (-)-

생성물 1

HCID 86676896(3R)-1-azabicyclo[2.2.2]octan-3-yl carbonochloridate hydrochloride수율 151.9%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
0 °C

실험 절차

To a stirred solution of (R)-3-quinuclidinol (2.5 g, 19.66 mmol) in acetonitrile (200 mL) was added trichloromethyl chloroformate (3.06 mL, 25.57 mmol) dropwise at 0° C. and the mixture was allowed to stir at 0° C. for 1 hour. The reaction mixture was then stirred at RT for 16 hours and then the solvent was removed in vacuo to afford the title compound as a white solid (4.39 g, 98%).

후처리

  1. stirringThe reaction mixture was then stirred at RT for 16 hours
  2. customthe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-2258874935574077b07e9e07c69adbbf
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09199980B2

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