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HCID 54183315, 화합물 → 1-[(tert-butoxy)carbonyl]-2,3-dihydro-1H-indole-6-carboxylic acid

HRID 429645
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HRID 429645 반응식
[C:1]([O:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:17]([O:19]CC3C=CC=CC=3)=[O:18])[CH:15]=2)[CH:10]=[CH:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)=O.CO.[Pd]>[C:1]([O:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:17]([OH:19])=[O:18])[CH:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]
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참가 물질

4

반응물 1

HCID 54183315HCID 54183315, 화합물

생성물 1

HCID 183548491-[(tert-butoxy)carbonyl]-2,3-dihydro-1H-indole-6-carboxylic acid수율 80%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 18963719Formic acid methanol용매

실험 절차

To a solution of benzyl 1-tert-butoxycarbonylindole-6-carboxylate (1.27 g) in 5.0% formic acid-methanol (20.0 ml) was added 10% palladium on carbon (1.27 g) and the mixture was stirred under nitrogen atmosphere at ambient temperature for 4 hours and stand overnight. The resulting solution was filtered through a bed of celite and the filtrate was concentrated in vacuo. The residue was diluted with chloroform and the solution was washed successively with water and brine. The organic layer was dried over magnesium sulfate and concentrated in vacuo. The residue was triturated with ether:n-hexane (1:5) to give 1-tert-butoxycarbonylindoline-6-carboxylic acid (761 mg).

후처리

  1. waitstand overnight
  2. filtrationThe resulting solution was filtered through a bed of celite
  3. concentrationthe filtrate was concentrated in vacuo
  4. additionThe residue was diluted with chloroform
  5. washthe solution was washed successively with water and brine
  6. dry with materialThe organic layer was dried over magnesium sulfate
  7. concentrationconcentrated in vacuo
  8. customThe residue was triturated with ether:n-hexane (1:5)

출처 및 근거

ORD 기록
ord-3f74e378ea934785b818c08f32425a12
출처 데이터셋
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06316482B1

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