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Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → 3-(5,6,7,8-Tetrahydro-[1,8]naphthyridin-2-yl)-acrylic acid ethyl ester

HRID 2187373
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인쇄 미리보기

반응식

HRID 2187373 반응식
[N:1]1[C:10]2[NH:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][C:2]=1[CH:11]=O.[C:13]([CH:18]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:15][CH2:16][CH3:17])=[O:14]>C1(C)C=CC=CC=1>[CH2:16]([O:15][C:13](=[O:14])[CH:18]=[CH:11][C:2]1[CH:3]=[CH:4][C:5]2[CH2:6][CH2:7][CH2:8][NH:9][C:10]=2[N:1]=1)[CH3:17]
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참가 물질

4

반응물 2

HCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 218737255,6,7,8-Tetrahydro-1,8-naphthyridine-2-carbaldehyde

생성물 1

HCID 693701253-(5,6,7,8-Tetrahydro-[1,8]naphthyridin-2-yl)-acrylic acid ethyl ester

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A solution of 5,6,7,8-tetrahydro-[1,8]naphthyridine-2-carbaldehyde (2-7, 2 g, 12.34 mmol) and (carbethoxymethylene)triphenylphosphorane (4.3 g, 12.34 mmol) in toluene (60 mL) was heated to reflux for 4 hours and stirred at ambient temperature for 12 hours. Following evaporative removal of the solvent, the residue was chromatographed (silica gel, 50% EtOAc/hexanes) to give 2-8 as a yellow solid.

후처리

  1. temperatureto reflux for 4 hours
  2. customremoval of the solvent
  3. customthe residue was chromatographed (silica gel, 50% EtOAc/hexanes)

출처 및 근거

ORD 기록
ord-7440d273375145cd9014c0826b6f4a27
출처 데이터셋
uspto-grants-2002_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06410526B1

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