Tetrahydrofuran → Methyl 7-hydroxy-1-methyl-2-indolecarboxylate

HRID 564986노트

반응식

HRID 564986 반응식
O1CCCC1.C([O:13][C:14]1[CH:15]=[CH:16][CH:17]=[C:18]2[C:22]=1[N:21]([CH3:23])[C:20]([C:24]([O:26][CH3:27])=[O:25])=[CH:19]2)C1C=CC=CC=1>[Pd].CO>[OH:13][C:14]1[CH:15]=[CH:16][CH:17]=[C:18]2[C:22]=1[N:21]([CH3:23])[C:20]([C:24]([O:26][CH3:27])=[O:25])=[CH:19]2

참가 물질

5

반응물 2

HCID 8028TetrahydrofuranHCID 15550275Methyl 7-benzyloxy-1-methyl-2-indolecarboxylate

생성물 1

HCID 21194122Methyl 7-hydroxy-1-methyl-2-indolecarboxylate수율 101.6%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

In a solvent mixture of 50 ml of tetrahydrofuran and 50 ml of methanol was dissolved 2.31 g (7.82 mmol) of methyl 7-benzyloxy-1-methyl-2-indolecarboxylate. After 0.5 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 1.63 g (>99%) of methyl 7-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-2f2622b0172d45dd88e3b69670965b30
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06169107A

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