Ethanol → 2-Methanesulfonyloxymethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one

HRID 1900714

反応式

HRID 1900714 の反応式
[OH:1][CH2:2][CH:3]1[O:17][C:6]2=[C:7]3[C:12](=[C:13]([CH3:15])[CH:14]=[C:5]2[CH2:4]1)[NH:11][C:10](=[O:16])[CH:9]=[CH:8]3.N1C=CC=CC=1.[CH3:24][S:25](Cl)(=[O:27])=[O:26].C(O)C>C(Cl)(Cl)Cl.CO>[CH3:24][S:25]([O:1][CH2:2][CH:3]1[O:17][C:6]2=[C:7]3[C:12](=[C:13]([CH3:15])[CH:14]=[C:5]2[CH2:4]1)[NH:11][C:10](=[O:16])[CH:9]=[CH:8]3)(=[O:27])=[O:26]

参加物

7

反応物 4

HCID 702EthanolHCID 1049PyridineHCID 31297Methanesulfonyl chloride2 回HCID 233696792-Hydroxymethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one

生成物 1

HCID 233696442-Methanesulfonyloxymethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6212Chloroform溶媒

実験手順

2-Hydroxymethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one (1.2 g) was added to anhydrous pyridine (24 ml). The mixture was stirred on ice, during which methanesulfonylchloride (625 mg) was added thereto, followed by stirring at room temperature for 100 minutes. Methanesulfonylchloride (283 mg) was added again and stirred at the same temperature for 50 minutes. After completion of the reaction, a small amount of ethanol was added, and the mixture was brought to dryness under reduced pressure. The residue was dissolved in a solvent mixture of chloroform and methanol (10:1), washed with diluted HCl, sodium bicarbonate water, and aqueous NaCl solution in this order, and dried. When the solvent was evaporated, 1.6 g (quantitative assay) of the title compound was obtained. This substance was recrystallized from a solvent mixture of chloroform-n-hexane, obtaining colorless powdery crystals having a melting point of 200°-203° C.

後処理

  1. additionwas added
  2. stirringstirred at the same temperature for 50 minutes
  3. customAfter completion of the reaction
  4. washwashed with diluted HCl, sodium bicarbonate water, and aqueous NaCl solution in this order
  5. customdried
  6. customWhen the solvent was evaporated

出典と根拠

ORDレコード
ord-9e9d94a0bfea42afa73dedfc4b5b02f5
出典データセット
uspto-grants-1996_11
特許番号
US05576324

関連ノート

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