HCID 54183315、化合物 → 1-(1,1-Dimethylethyl) 1H-indole-1,6-dicarboxylate

HRID 429646ノート

反応式

HRID 429646 の反応式
[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]

参加物

4

反応物 1

HCID 54183315HCID 54183315、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 18963719Formic acid methanol溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-0c8091f3f8fa4b2c92d66d02c4e899ea
出典データセット
uspto-grants-2001_11
特許番号
US06316482B1

反応ノート

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