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p-Toluenesulfonic acid → Diethyl furo[2,3-b]pyridine-5,6-dicarboxylate

HRID 1906104
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HRID 1906104 반응식
[C:1]([C:4]1[C:9](=[O:10])[NH:8][C:7]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:6]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH:5]=1)(=O)[CH3:2].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C(C)=CC=CC=1>[O:10]1[C:9]2=[N:8][C:7]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:6]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH:5]=[C:4]2[CH:1]=[CH:2]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6101p-Toluenesulfonic acidHCID 13752508Diethyl 5-acetyl-1,6-dihydro-6-oxo-2,3-pyridinedicarboxylate

생성물 1

HCID 13849598Diethyl furo[2,3-b]pyridine-5,6-dicarboxylate

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

A xylene solution of the hydroxy-furo compound obtained in Example 23, (3.7 g) containing para-toluene sulfonic acid (0.01 g) is heated at reflux for two hours. The solution is cooled and the xylene solution decanted off. The residue is extracted with ether and the extracts combined with the xylene. Distillation of the solvents gives a yellow solid which is crystallized from a cyclohexane-toluene mixture to give pure diethyl furo[2,3-b]pyridine-5,6-dicarboxylate mp 66°-77° C.

후처리

  1. temperatureis heated
  2. temperatureat reflux for two hours
  3. temperatureThe solution is cooled
  4. customthe xylene solution decanted off
  5. extractionThe residue is extracted with ether
  6. distillationDistillation of the solvents
  7. customgives a yellow solid which
  8. customis crystallized from a cyclohexane-toluene mixture

출처 및 근거

ORD 기록
ord-ec5ac286ad7d4135952074a853174bec
출처 데이터셋
uspto-grants-1987_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04650514

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