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Trifluoroacetic acid → Methyl (R)-3-(methylamino)-2,3-dihydro-1H-indene-5-carboxylate

HRID 1193254
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HRID 1193254 반응식
C(O)(C(F)(F)F)=O.C(O[C:13]([N:15](C)[C@H:16]1[C:24]2[C:19](=[CH:20][CH:21]=[C:22]([C:25]([O:27][CH3:28])=[O:26])[CH:23]=2)[CH2:18][CH2:17]1)=O)(C)(C)C>C(Cl)Cl>[CH3:13][NH:15][C@H:16]1[C:24]2[C:19](=[CH:20][CH:21]=[C:22]([C:25]([O:27][CH3:28])=[O:26])[CH:23]=2)[CH2:18][CH2:17]1
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 59505713Methyl (R)-3-((tert-butoxycarbonyl)(methyl)amino)-2,3-dihydro-1H-indene-5-carboxylate

생성물 1

HCID 59505421Methyl (R)-3-(methylamino)-2,3-dihydro-1H-indene-5-carboxylate수율 92%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

TFA (25 ml) was added dropwise at 0° C. to a solution of (R)-methyl 3-(tert-butoxycarbonyl-(methyl)amino)-2,3-dihydro-1H-indene-5-carboxylate (11.0 g, 36.60 mmol, 1.0 eq.) in DCM (100 ml) and stirring was carried out for 1 hour at RT. After monitoring by TLC, the reaction solution was concentrated under reduced pressure and the residue was taken up in sat. sodium hydrogen carbonate solution and extracted with ethyl acetate (3×1000 ml). The combined org. phases were dried over sodium sulfate, concentrated and used in the next stage without being purified further. Yield: 92% (6.8 g, 33.17 mmol).

후처리

  1. concentrationthe reaction solution was concentrated under reduced pressure
  2. extractionextracted with ethyl acetate (3×1000 ml)
  3. dry with materialphases were dried over sodium sulfate
  4. concentrationconcentrated
  5. customwithout being purified further

출처 및 근거

ORD 기록
ord-72861c73069b48b79acc5750a2ce115e
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08680159B2

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