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Pyridine → HCID 49787365、化合物

HRID 1518600
ノート
印刷プレビュー

反応式

HRID 1518600 の反応式
[CH3:1][CH:2]1[CH:7]([CH3:8])[CH2:6][CH2:5][CH:4]([CH3:9])[CH:3]1[OH:10].[N:11]1[CH:16]=[CH:15]C=[CH:13][CH:12]=1.Cl[C:18](Cl)([O:20]C(=O)OC(Cl)(Cl)Cl)Cl.C(NCC)C>ClCCl>[CH3:1][CH:2]1[CH:7]([CH3:8])[CH2:6][CH2:5][CH:4]([CH3:9])[CH:3]1[O:10][C:18](=[O:20])[N:11]([CH2:12][CH3:13])[CH2:16][CH3:15]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 1049Pyridine2 回HCID 8021DiethylamineHCID 94429TriphosgeneHCID 202697172,3,6-Trimethylcyclohexanol

生成物 1

HCID 49787365HCID 49787365、化合物収率 51.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

反応条件

温度
0 °C

実験手順

4.27 g (30 mmol) of 2,3,6-trimethylcyclohexanol were placed with 110 ml dichlormethane in a 250 ml vessel at room temperature and 3.08 g (39 mmol) of pyridine were added. The reaction mixture was cooled to 0° C. and 3.56 g (12 mmol) of triphosgene in 15 ml dichlormethane were added dropwise. After five minutes 2.37 g (30 mmol) pyridine were added. Subsequently, 2.19 g (30 mmol) of diethylamine in 15 ml dichlormethane were added dropwise, the resulting mixture was allowed to come to ambient temperature and then quenched with water. After separation of the phases, the water phase was extracted once with dichlormethane and the combined organic phases were concentrated. The raw product was purified by distillation and column chromatography to yield 1.5 g of the desired product as a mixture of isomers with a purity of 99.4%.

後処理

  1. customto come to ambient temperature
  2. customquenched with water
  3. customAfter separation of the phases
  4. extractionthe water phase was extracted once with dichlormethane
  5. concentrationthe combined organic phases were concentrated
  6. distillationThe raw product was purified by distillation and column chromatography

出典と根拠

ORDレコード
ord-a51f7b88efa945389ef2ed4bcecd4c88
出典データセット
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09072676B2

反応ノート

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