Hydrochloric Acid → 2-Methylene-3,4-(dimethylmethylenedioxy)-5-(methoxymethoxy)cyclohexanone

HRID 1741961ノート

反応式

HRID 1741961 の反応式
O[CH2:2][CH:3]1[CH:8]2[O:9][C:10]([CH3:13])([CH3:12])[O:11][CH:7]2[CH:6]([O:14][CH2:15][O:16][CH3:17])[CH2:5][C:4]1=[O:18].CS(Cl)(=O)=O.Cl>N1C=CC=CC=1>[CH2:2]=[C:3]1[CH:8]2[O:9][C:10]([CH3:13])([CH3:12])[O:11][CH:7]2[CH:6]([O:14][CH2:15][O:16][CH3:17])[CH2:5][C:4]1=[O:18]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 31297Methanesulfonyl chlorideHCID 190110002-Hydroxymethyl-3,4-(dimethylmethylenedioxy)-5-(methoxymethoxy)cyclohexanone

生成物 1

HCID 190110072-Methylene-3,4-(dimethylmethylenedioxy)-5-(methoxymethoxy)cyclohexanone収率 8.8%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

Pyridine (0.5 ml) was added to 22 mg of 2-hydroxymethyl-3,4-(dimethylmethylenedioxy)-5-(methoxymethoxy)cyclohexanone, and 0.1 ml of methanesulfonyl chloride was then added at 0° C., followed by stirring the mixture for 2 hours. The reaction mixture was poured into cold dilute hydrochloric acid, and extracted with diethyl ether. The extract was washed with a saturated sodium hydrogen carbonate aqueous solution and then with a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to provide 1.8 mg of 2-methylene-3,4-(dimethylmethylenedioxy)-5-(methoxymethoxy)cyclohexanone having the following properties (yield 8.8%).

後処理

  1. additionwas then added at 0° C.
  2. extractionextracted with diethyl ether
  3. washThe extract was washed with a saturated sodium hydrogen carbonate aqueous solution
  4. dry with materialwith a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe obtained residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-552880e9b5034f1990fb48fe014ef201
出典データセット
uspto-grants-1994_08
特許番号
US05334740

反応ノート

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