Sodium Thiosulfate → HCID 68606931, 화합물

HRID 2065735노트

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HRID 2065735 반응식
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[C:8]([NH2:10])[CH:7]=[CH:6][C:5]=1[Cl:11].[Br-:13].[Br-].[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC.S([O-])([O-])(=O)=S.[Na+].[Na+]>ClCCl.CO>[CH3:1][O:2][C:3](=[O:12])[C:4]1[C:9]([Br:13])=[C:8]([NH2:10])[CH:7]=[CH:6][C:5]=1[Cl:11]

참가 물질

6

반응물 3

HCID 24477Sodium ThiosulfateHCID 5200412Methyl 5-Amino-2-chlorobenzoateHCID 23500184Tetra-n-butylammonium tribromide

생성물 1

HCID 68606931HCID 68606931, 화합물수율 28%

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매

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온도
25 °C

실험 절차

To a solution of 5-amino-2-chloro-benzoic acid methyl ester (6.76 g, 36.4 mmol) in dichloromethane (100 mL) and methanol (50 mL) was added tetra-n-butylammonium tribromide (17.7 g, 36.4 mmol). The mixture was stirred at 25° C. for 90 minutes. Sodium thiosulfate (10% aqueous solution) was added and the mixture was extracted with dichloromethane. The combined extracts were washed with water, dried (Na2SO4), filtered, and concentrated to dryness under reduced pressure. The crude material was purified by flash column chromatography (hexane/acetone 8:2). Fractions with the desired product were concentrated to small volume. The resulting suspension was allowed to stand for two hours and was then filtered to obtain 5-amino-6-bromo-2-chloro-benzoic acid methyl ester as a white solid (2.7 g, 28%).

후처리

  1. extractionthe mixture was extracted with dichloromethane
  2. washThe combined extracts were washed with water
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated to dryness under reduced pressure
  6. customThe crude material was purified by flash column chromatography (hexane/acetone 8:2)
  7. concentrationFractions with the desired product were concentrated to small volume
  8. waitto stand for two hours
  9. filtrationwas then filtered

출처 및 근거

ORD 기록
ord-019d505be7c3401e86ca3cc3e505a230
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08288552B2

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