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Hydrochloric Acid → HCID 86662326、化合物

HRID 2367903
ノート
印刷プレビュー

反応式

HRID 2367903 の反応式
[C:1]1([OH:11])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH2:12]1[S:16](=O)[CH2:15][CH2:14][CH2:13]1.Cl.[F:19][C:20]([F:43])([S:39]([O-:42])(=[O:41])=[O:40])[CH:21]([O:26][C:27]([C:29]12[CH2:38][CH:33]3[CH2:34][CH:35]([CH2:37][CH:31]([CH2:32]3)[CH2:30]1)[CH2:36]2)=[O:28])[C:22]([F:25])([F:24])[F:23].[Na+]>CO>[C:29]12([C:27]([O:26][CH:21]([C:22]([F:25])([F:23])[F:24])[C:20]([F:19])([F:43])[S:39]([O-:42])(=[O:40])=[O:41])=[O:28])[CH2:30][CH:31]3[CH2:37][CH:35]([CH2:34][CH:33]([CH2:32]3)[CH2:38]1)[CH2:36]2.[OH:11][C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([S+:16]2[CH2:12][CH2:13][CH2:14][CH2:15]2)=[CH:3][CH:2]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 1128Tetramethylene sulfoxideHCID 70051-NaphtholHCID 86662327Sodium 1,1,3,3,3-pentafluoro-2-(adamantane-1-carbonyloxy)propanesulfonate

生成物 1

HCID 86662326HCID 86662326、化合物収率 43%

試薬・触媒・溶媒 1

HCID 887
Methanol
溶媒

反応条件

温度
-16 °C

実験手順

First 10 g (0.069 mol) of 1-naphthol and 7.2 g (0.069 mol) of tetramethylene sulfoxide were dissolved in 50 g of methanol and cooled at −16° C. An excess amount of hydrogen chloride gas was fed into the solution at a temperature below 20° C. Nitrogen was bubbled into the solution to expel the excess of hydrogen chloride gas whereupon the reaction solution was concentrated. Water and diisopropyl ether were added to the concentrate, from which a water layer, aqueous solution of 4-hydroxynaphthyl-1-tetrahydrothiophenium chloride was separated. Next, the aqueous solution (corresponding to 0.023 mol) of 4-hydroxynaphthyl-1-tetrahydrothlophenium chloride was mixed with an aqueous solution (corresponding to 0.021 mol) of sodium 1,1,3,3,3-pentafluoro-2-(adamantane-1-carbonyloxy)propanesulfonate which was synthesized according to the formulation described in JP-A 2007-145797 (or U.S. Pat. No. 7,511,169). The mixture was extracted with 100 g of dichloromethane and 50 g of methyl isobutyl ketone. The organic layer was washed with water, the solvents were distilled off in vacuum, and isopropyl ether was added to the residue for crystallization. Subsequent filtration and drying gave the target compound. White crystal, 6.2 g, yield 43%.

後処理

  1. customwas fed into the solution at a temperature below 20° C
  2. customNitrogen was bubbled into the solution
  3. concentrationwas concentrated
  4. additionWater and diisopropyl ether were added to the concentrate, from which a water layer, aqueous solution of 4-hydroxynaphthyl-1-tetrahydrothiophenium chloride
  5. customwas separated
  6. customwas synthesized
  7. extractionThe mixture was extracted with 100 g of dichloromethane and 50 g of methyl isobutyl ketone
  8. washThe organic layer was washed with water
  9. distillationthe solvents were distilled off in vacuum, and isopropyl ether
  10. additionwas added to the residue for crystallization
  11. filtrationSubsequent filtration
  12. customdrying
  13. customgave the target compound

出典と根拠

ORDレコード
ord-d8362b8a51ba4a48bc19f7e8ba5e84c3
出典データセット
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08703384B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート