1,4-Butane sultone → Sodium 4-((2,3-dihydrothieno(3,4-b)(1,4)dioxin-2-yl)methoxy)butane-1-sulfonate

HRID 489589

反応式

HRID 489589 の反応式
[O:1]1[CH:6]([CH2:7][OH:8])[CH2:5][O:4][C:3]2=[CH:9][S:10][CH:11]=[C:2]12.[H-].[Na+:13].[CH2:14]1[S:19](=[O:21])(=[O:20])[O:18][CH2:17][CH2:16][CH2:15]1>O1CCCC1>[Na+:13].[O:1]1[CH:6]([CH2:7][O:8][CH2:17][CH2:16][CH2:15][CH2:14][S:19]([O-:21])(=[O:20])=[O:18])[CH2:5][O:4][C:3]2=[CH:9][S:10][CH:11]=[C:2]12

参加物

5

反応物 3

HCID 154111,4-Butane sultoneHCID 24758Sodium hydrideHCID 160674382,3-Dihydrothieno(3,4-b)-1,4-dioxin-2-methanol

生成物 1

HCID 23588691Sodium 4-((2,3-dihydrothieno(3,4-b)(1,4)dioxin-2-yl)methoxy)butane-1-sulfonate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
25 °C

実験手順

(2,3-Dihydro-thieno[3,4-b][1,4]dioxin-2-yl)-methanol (6.9 g, 40 mmol) was dissolved into tetrahydrofuran (100 mL) and blanketed by nitrogen. NaH (1.76 g) was added and stirring was continued for 30 min. Then butanesultone (6.0 g) was added dropwise after which the reaction mixture was brought to reflux for 3 h. Then it was cooled to 25° C. again, the solvent was removed, methanol was added, the mixture was stirred, filtered and the filtrate was concentrated. The remaining oil was solidified by addition of hexane and ethanol, followed by stirring. Final filtration and drying resulted in pure 4-(2,3-dihydro-thieno[3,4-b][1,4]dioxin-2-ylmethoxy)-butane-1-sulphonic acid sodium salt as was demonstrated by NMR and mass spectroscopy.

後処理

  1. temperatureto reflux for 3 h
  2. customthe solvent was removed
  3. additionmethanol was added
  4. stirringthe mixture was stirred
  5. filtrationfiltered
  6. concentrationthe filtrate was concentrated
  7. additionThe remaining oil was solidified by addition of hexane and ethanol
  8. stirringby stirring
  9. filtrationFinal filtration
  10. customdrying
  11. customresulted in pure 4-(2,3-dihydro-thieno[3,4-b][1,4]dioxin-2-ylmethoxy)-butane-1-sulphonic acid sodium salt

出典と根拠

ORDレコード
ord-690c6949eee1492aba64887b417a4129
出典データセット
uspto-grants-2005_12
特許番号
US06977390B2

関連ノート

読み込み中…