Chloral → (2R, 6R)-2-trichloromethyl-5,6-dimethyl-1,3-dioxan-4-one

HRID 35802

反応式

HRID 35802 の反応式
[CH3:1][CH:2]([C@H:6]([OH:8])[CH3:7])[C:3]([OH:5])=[O:4].O=[CH:10][C:11]([Cl:14])([Cl:13])[Cl:12].C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.C(=O)([O-])O.[Na+]>ClCCl>[Cl:12][C:11]([Cl:14])([Cl:13])[C@H:10]1[O:4][C:3](=[O:5])[CH:2]([CH3:1])[C@@H:6]([CH3:7])[O:8]1

参加物

6

反応物 4

HCID 6407ChloralHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 516892Sodium BicarbonateHCID 18633016(3R)-2-methyl-3-hydroxybutanoic acid

生成物 1

HCID 57161429(2R, 6R)-2-trichloromethyl-5,6-dimethyl-1,3-dioxan-4-one収率 83.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of (3R)-2-methyl-3-hydroxybutanoic acid 3.6 g, chloral 8.3 g, pyridinium p-toluenesulfonate (PPTS) 0.7 g and dichloromethane 20 ml was refluxed for 25 hours under a dehydration condition. 40 ml of a saturated aqueous sodium hydrogen carbonate was added thereto and the resulting separated organic phase was dried over anhydrous magnesium sulfate and the solvent was distilled off to obtain 6.3 g of (2R, 6R)-2-trichloromethyl-5,6-dimethyl-1,3-dioxan-4-one.

後処理

  1. temperaturewas refluxed for 25 hours under a dehydration condition
  2. customthe resulting separated organic phase
  3. dry with materialwas dried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off

出典と根拠

ORDレコード
ord-1b232995cdb4485884eb9ac2fd24a0fa
出典データセット
uspto-grants-1995_05
特許番号
US05411877

関連ノート

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