HCID 54183315, 화합물 → 1-(1,1-Dimethylethyl) 1H-indole-1,6-dicarboxylate

HRID 429646노트

반응식

HRID 429646 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)[CH:10]=[CH:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 1

HCID 54183315HCID 54183315, 화합물

생성물 1

HCID 223445021-(1,1-Dimethylethyl) 1H-indole-1,6-dicarboxylate수율 90.3%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 18963719Formic acid methanol용매

실험 절차

To a solution of benzyl 1-tert-butoxycarbonylindole-6-carboxylate (450 mg) in 5.0% formic acid-methanol (10.0 ml) was added 10% palladium on carbon (153 mg) and the mixture was stirred under nitrogen atmosphere at ambient temperature for 4 hours. 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-butoxycarbonylindole-6-caroxylic acid (302 mg).

후처리

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

출처 및 근거

ORD 기록
ord-0c8091f3f8fa4b2c92d66d02c4e899ea
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06316482B1

반응 노트

불러오는 중…