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

HRID 747492
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HRID 747492 반응식
[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
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참가 물질

7

반응물 3

HCID 108762Thiosulfuric acid, disodium salt, monohydrateHCID 105665171'-t-butoxycarbonylspiro[benzo[c]thiophene-1(3H),4'-piperidine]HCID 23707502Potassium hydroxy sulfite

생성물 1

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

시약·촉매·용매 3

HCID 180Acetone용매
HCID 962Water용매3회
HCID 6344Dichloromethane용매2회

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온도
2.5 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-ce8b6c2d5796476bb29c33727972adc0
출처 데이터셋
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07396930B2

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