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Formaldehyde → 4-Benzyloxy-1-hydroxymethylindole

HRID 490812
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반응식

HRID 490812 반응식
[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:10]=1[CH:11]=[CH:12][NH:13]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:18]=[O:19].[OH-].[Na+]>>[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:10]=1[CH:11]=[CH:12][N:13]2[CH2:18][OH:19])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 884654-(phenylmethoxy)-1H-indole

생성물 1

HCID 247769004-Benzyloxy-1-hydroxymethylindole

실험 절차

Compounds of Formula I also can be prepared as illustrated by exemplary reaction in Scheme 2. Reaction of 4-benzyloxy-indole with formaldehyde in the presence of a base such as NaOH produced 4-benzyloxy-1-hydroxymethyl-indole. The benzyl protecting group was removed by hydrogenation to give the 4-hydroxy-1-hydroxymethyl-indole. Reaction of 4-hydroxy-1-hydroxymethyl-indole with an aryl-aldehyde, such as 5-bromoveratraldehyde and malononitrile in the presence of a base, such as piperidine produced the substituted 7-hydroxymethyl-pyrrolo[2,3-h]chromene.

후처리

  1. customCompounds of Formula I also can be prepared
  • customas illustrated by exemplary reaction in Scheme 2
  • 출처 및 근거

    ORD 기록
    ord-e083e2d71a5042289a64b63e333441c2
    출처 데이터셋
    uspto-grants-2009_05
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US07528164B2

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