Oxalyl chloride → (3R)-Quinuclidine-3-carbonyl chloride hydrochloride

HRID 588336노트

반응식

HRID 588336 반응식
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[N:7]12[CH2:14]C[CH:10]([CH2:11][CH2:12]1)[C@@H:9](C(O)=O)[CH2:8]2>C1(C)C=CC=CC=1>[ClH:4].[N:7]12[CH2:12][CH2:11][CH:10]([CH2:9][CH2:8]1)[C@@H:1]([C:2]([Cl:4])=[O:3])[CH2:14]2

참가 물질

4

반응물 2

HCID 65578Oxalyl chlorideHCID 1380958(3R)-1-azabicyclo[2.2.2]octane-3-carboxylic acid

생성물 1

HCID 57462844(3R)-Quinuclidine-3-carbonyl chloride hydrochloride

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

8.18 g (64.43 mmol) of oxalyl chloride are added dropwise to a solution of 2.0 g (12.89 mmol) of (R)-1-azabicyclo[2.2.2]octane-3-carboxylic acid (Example 3A) in 10 ml of toluene. After stirring at room temperature for 18 h, the reaction mixture is concentrated in vacuo and codistilled with toluene twice. Drying under high vacuum results in 2.31 g (85.2% of theory) of the title compound, which is reacted further without further purification.

후처리

  1. concentrationthe reaction mixture is concentrated in vacuo
  2. customDrying under high vacuum

출처 및 근거

ORD 기록
ord-58e38d47f6754cd49f6e6e7fddbc2cd4
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09227964B2

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