Pyridine → 1-(Mesyloxymethyl)cyclohexanecarboxaldehyde

HRID 2229507ノート

反応式

HRID 2229507 の反応式
[OH:1][CH2:2][C:3]1([CH:9]=[O:10])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.[CH3:11][S:12](Cl)(=[O:14])=[O:13].N1C=CC=CC=1>C(Cl)Cl>[S:12]([O:10][CH2:9][C:3]1([CH:2]=[O:1])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1)([CH3:11])(=[O:14])=[O:13]

参加物

5

反応物 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 131063971-(Hydroxymethyl)-cyclohexanecarboxaldehyde

生成物 1

HCID 223252611-(Mesyloxymethyl)cyclohexanecarboxaldehyde収率 77.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a cold (0° C.) mixture of alcohol 54 (75 g, 0.54 mole) and 65.29 g (0.57 mole) of methanesulfonyl chloride in 80 ml of methylene chloride was added a solution of pyridine (47.96 g, 0.57 mole) in 40 ml of methylene chloride. The reaction mixture was stirred at room temperature for 18 h then quenched with water, acidified with conc. HCl and extracted with methylene chloride. The organic layer was washed with water, brine, and dried over sodium sulfate and concentrated under vacuum to give 91.63 g (77.8%) of thick oil. Proton NMR and mass spectra were consistent with the product.

後処理

  1. customthen quenched with water
  2. extractionextracted with methylene chloride
  3. washThe organic layer was washed with water, brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-390c33638e9a49ee97f930397ddfdeae
出典データセット
uspto-grants-2002_07
特許番号
US06420417B1

反応ノート

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