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Boron tribromide → 2-ethyl-5-hydroxy-1-(phenylmethyl)-1H-indole-3-acetamide

HRID 1069610
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인쇄 미리보기

반응식

HRID 1069610 반응식
[CH2:1]([C:3]1[N:4]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:5]2[C:10]([C:11]=1[CH2:12][C:13]([NH2:15])=[O:14])=[CH:9][C:8]([O:16]C)=[CH:7][CH:6]=2)[CH3:2].B(Br)(Br)Br>C(Cl)Cl>[CH2:1]([C:3]1[N:4]([CH2:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:5]2[C:10]([C:11]=1[CH2:12][C:13]([NH2:15])=[O:14])=[CH:9][C:8]([OH:16])=[CH:7][CH:6]=2)[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 106158292-Ethyl-5-methoxy-1-(phenylmethyl)-1H-indole-3-acetamide

생성물 1

HCID 105428362-ethyl-5-hydroxy-1-(phenylmethyl)-1H-indole-3-acetamide수율 75.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

2-Ethyl-5-methoxy-1-(phenylmethyl)-1H-indole-3-acetamide (5.05 g, 15.7 mmol) and 47 mL of 1M BBr3 in 100 mL of methylene chloride was reacted as described in Example 56, Part C to give a product that was chromatographed on silica gel eluting with EtOAc to give 3.64 g (75% yield) of 2-ethyl-5-hydroxy-1-(phenylmethyl)-1H-indole-3-acetamide as a yellow foam.

후처리

  1. customto give a product that
  2. customwas chromatographed on silica gel eluting with EtOAc

출처 및 근거

ORD 기록
ord-4067022e1394400b91fe36065eae52bf
출처 데이터셋
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06252084B1

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