Thiosulfuric acid, disodium salt, monohydrate → 1'-t-Butoxycarbonylspiro[benzo[c]thiophene-1-(3H),4'-piperidine]-2-oxide

HRID 747492ノート

反応式

HRID 747492 の反応式
[N:1]1([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:6][CH2:5][C:4]2([C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[CH2:8][S:7]2)[CH2:3][CH2:2]1.[OH:22]OS([O-])=O.[K+].O.S([O-])([O-])(=O)=S.[Na+].[Na+]>O.C(Cl)Cl.CC(C)=O>[N:1]1([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:2][CH2:3][C:4]2([C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[CH2:8][S:7]2=[O:22])[CH2:5][CH2:6]1

参加物

7

反応物 3

HCID 108762Thiosulfuric acid, disodium salt, monohydrateHCID 10566517HCID 10566517、化合物HCID 23707502Potassium hydroxy sulfite

生成物 1

HCID 107345601'-t-Butoxycarbonylspiro[benzo[c]thiophene-1-(3H),4'-piperidine]-2-oxide収率 133.9%

試薬・触媒・溶媒 3

HCID 180Acetone溶媒HCID 962Water溶媒3 回HCID 6344Dichloromethane溶媒2 回

反応条件

温度
2.5 °C

実験手順

10.0 g of the crude tert-butyl spiro[benzo[c]thiophene-1(3H),4′-piperidine]-1′-carboxylate, obtained in Example 1, were added to 50 ml of methylene chloride and 150 ml of acetone followed by cooling to 0 to 5° C. A solution of 15.0 g (24.4 mmol) of Oxone™ in 75 ml of water was dropped in at 5° C. or lower followed by stirring for 3 hours at 0 to 5° C. A solution of 1.72 g (9.8 mmol) of sodium thiosulfate-hydrate in 50 ml of water was added followed by stirring for 30 minutes at 20 to 25° C. 100 ml of methylene chloride and 100 ml of water were then added followed by separation of the aqueous layer. After washing the organic layer with 100 ml of water, it was dried with anhydrous magnesium sulfate followed by distilling off the solvent to obtain 10.5 g of tert-butyl spiro[benzo[c]thiophene-1-(3H),4′-piperidine]-1′-carboxylate 2-oxide as a white foamy substance (crude yield: 100%).

後処理

  1. stirringby stirring for 30 minutes at 20 to 25° C
  2. customfollowed by separation of the aqueous layer
  3. washAfter washing the organic layer with 100 ml of water, it
  4. dry with materialwas dried with anhydrous magnesium sulfate
  5. distillationby distilling off the solvent

出典と根拠

ORDレコード
ord-ce8b6c2d5796476bb29c33727972adc0
出典データセット
uspto-grants-2008_07
特許番号
US07396930B2

反応ノート

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