Ethyl 6-benzyloxy-4-chloro-1-methyl-2-indolecarboxylate → Ethyl 4-chloro-6-hydroxy-1-methyl-2-indolecarboxylate

HRID 564996ノート

反応式

HRID 564996 の反応式
C([O:8][C:9]1[CH:17]=[C:16]2[C:12]([CH:13]=[C:14]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[N:15]2[CH3:18])=[C:11]([Cl:24])[CH:10]=1)C1C=CC=CC=1>O1CCCC1.[Pd]>[Cl:24][C:11]1[CH:10]=[C:9]([OH:8])[CH:17]=[C:16]2[C:12]=1[CH:13]=[C:14]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[N:15]2[CH3:18]

参加物

4

反応物 1

HCID 21194606Ethyl 6-benzyloxy-4-chloro-1-methyl-2-indolecarboxylate

生成物 1

HCID 21194263Ethyl 4-chloro-6-hydroxy-1-methyl-2-indolecarboxylate収率 92.4%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8028Tetrahydrofuran溶媒

実験手順

In 60 ml of tetrahydrofuran was dissolved 2.20 g (6.40 mmol) of ethyl 6-benzyloxy-4-chloro-1-methyl-2-indolecarboxylate. After 0.3 g of 10% palladium/carbon was added to the solution, catalytic hydrogenation was performed at ambient temperature under normal pressure. After completion of the reaction, the catalyst was filtered off and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to give 1.50 g (92.4%) of ethyl 4-chloro-6-hydroxy-1-methyl-2-indolecarboxylate.

後処理

  1. customwas performed at ambient temperature under normal pressure
  2. customAfter completion of the reaction
  3. filtrationthe catalyst was filtered off
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe resulting residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-bd6ae859ddc8451b9a0d57ba510ce675
出典データセット
uspto-grants-2001_01
特許番号
US06169107A

反応ノート

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