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

HRID 1533771ノート

反応式

HRID 1533771 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)[CH2:10][CH2:9]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 183548491-[(tert-butoxy)carbonyl]-2,3-dihydro-1H-indole-6-carboxylic acid収率 80%

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 (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).

後処理

  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)

出典と根拠

ORDレコード
ord-e789ca5493bd4771af5bcac73cffb57b
出典データセット
uspto-grants-2001_03
特許番号
US06207693B1

反応ノート

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