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Toluene → Ethyl (naphtho[1,2-b]furan-3-yl)acetate

HRID 1768022
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HRID 1768022 반응식
[O:1]1[CH2:5][C:4](=O)[C:3]2[CH:7]=[CH:8][C:9]3[C:14]([C:2]1=2)=[CH:13][CH:12]=[CH:11][CH:10]=3.[C:15]([CH:18]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([OH:17])=[O:16].[C:38]1(C)C=CC=C[CH:39]=1>>[CH2:38]([O:17][C:15](=[O:16])[CH2:18][C:4]1[C:3]2[CH:7]=[CH:8][C:9]3[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=3)[C:2]=2[O:1][CH:5]=1)[CH3:39]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 1140TolueneHCID 1471593naphtho[1,2-b]furan-3(2H)-oneHCID 10870911Carboxymethylene triphenylphosphorane

생성물 1

HCID 69455062Ethyl (naphtho[1,2-b]furan-3-yl)acetate

실험 절차

A mixture of naphtho[1,2-b]furan-3 (2H)-one (1.85 g, 10 mmol) and (carboxymethylene)triphenylphosphorane (5.22 g, 15 mmol) was refluxed in toluene (100 ml) for 48 hrs. At the end, reaction mixture was concentrated and loaded over a silica-gel column. The column was eluted with hexane (500 ml) and later with 25% ethyl acetate. The product, naphtho[1,2-b]furan-3-yl-acetic acid ethyl ester was obtained as a white oil. Yield: 2.2 g (86%); 255 (M+H).

후처리

  1. custom
At the end, reaction mixture
  • concentrationwas concentrated
  • washThe column was eluted with hexane (500 ml) and later with 25% ethyl acetate
  • 출처 및 근거

    ORD 기록
    ord-a8a2a76479164780830086af12abf95c
    출처 데이터셋
    uspto-grants-2007_06
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US07235569B2

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