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

HRID 271314노트

반응식

HRID 271314 반응식
[Cl:1][C:2]([O:4][C:5](Cl)(Cl)Cl)=[O:3].[N:9]12[CH2:16]C[CH:12]([CH2:13][CH2:14]1)[C@@H:11](O)[CH2:10]2>ClCCl>[ClH:1].[Cl:1][C:2]([O:4][C@@H:5]1[CH:12]2[CH2:13][CH2:14][N:9]([CH2:10][CH2:11]2)[CH2:16]1)=[O:3]

참가 물질

4

반응물 2

HCID 10426DiphosgeneHCID 914043-Quinuclidinol, (-)-

생성물 1

HCID 86676896(3R)-1-azabicyclo[2.2.2]octan-3-yl carbonochloridate hydrochloride

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 8.7 mL (74.8 mmol) of trichloromethyl chloroformate in 240 mL of dichloromethane, a solution of 4.75 g (37.4 mmol) of (R)-3-quinuclidol in 240 mL of dichloromethane was added dropwise at 0° C. under inert atmosphere and with continuous stirring. Then, the mixture was stirred at room temperature for 24 h, and the solvent was distilled off under reduced pressure to give 8.46 g (37.4 mmol) of a white solid corresponding to the title compound. IR (KBr, cm−1): 3380, 2650-2500, 1776.

후처리

  1. distillationthe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-c4877e9dcfdc4f4090f8fc68a0bb82cc
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07452904B2

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