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

HRID 564996노트

반응식

HRID 564996 반응식
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]

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-bd6ae859ddc8451b9a0d57ba510ce675
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06169107A

반응 노트

불러오는 중…