1-Benzyl-2-ethyl-4-methoxy-1H-indole → 1-Benzyl-2-ethyl-1H-indol-4-OL

반응식

[CH2:1]([C:3]1[N:4]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:5]2[C:10]([CH:11]=1)=[C:9]([O:12]C)[CH:8]=[CH:7][CH:6]=2)[CH3:2].B(Br)(Br)Br.C(Cl)Cl>>[CH2:1]([C:3]1[N:4]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:5]2[C:10]([CH:11]=1)=[C:9]([OH:12])[CH:8]=[CH:7][CH:6]=2)[CH3:2]

참가 물질

반응물 2

HCID 99432411-Benzyl-2-ethyl-4-methoxy-1H-indole

HCID 22277759Boron tribromide dichloromethane

생성물 1

HCID 98164161-Benzyl-2-ethyl-1H-indol-4-OL수율 54%

실험 절차

By the method used in Example 1, Part D, 3.1 g 11.7 mmol of 2ethyl-4-methoxy-1-(phenylmethyl)-1H-indole was O-demethylated by treating it with 48.6 mL of 1M BBr3 /CH2Cl2 to give a material that was chromatographed on silica gel (eluted with 20% EtOAc/hexane) to give 1.58 g (54% yield) of 2-ethyl-4-hydroxy-1-(phenylmethyl)-1H-indole, mp, 86°-90° C.

후처리

customto give a material that
customwas chromatographed on silica gel (eluted with 20% EtOAc/hexane)

출처 및 근거

ORD 기록: ord-a407b211fca84e1ca3a7311663e629e3
출처 데이터셋: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05733923

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