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

HRID 899172ノート

反応式

HRID 899172 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-3f1f265e5df84bd2b18b141042a53293
出典データセット
uspto-grants-2008_04
特許番号
US07354930B2

反応ノート

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