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4-Ethoxybenzaldehyde → 3-(4-Ethoxycinnamoyl)-7-methoxycoumarin

HRID 25874
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HRID 25874 반응식
[C:1]([C:4]1[C:5](=[O:16])[O:6][C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[C:9]([O:14][CH3:15])[CH:8]=2)(=[O:3])[CH3:2].[CH2:17]([O:19][C:20]1[CH:27]=[CH:26][C:23]([CH:24]=O)=[CH:22][CH:21]=1)[CH3:18]>N1CCCCC1.C(#N)C>[CH2:17]([O:19][C:20]1[CH:27]=[CH:26][C:23]([CH:24]=[CH:2][C:1]([C:4]2[C:5](=[O:16])[O:6][C:7]3[C:12]([CH:13]=2)=[CH:11][CH:10]=[C:9]([O:14][CH3:15])[CH:8]=3)=[O:3])=[CH:22][CH:21]=1)[CH3:18]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 248344-EthoxybenzaldehydeHCID 20544753-Acetyl-7-methoxycoumarin

생성물 1

HCID 541146183-(4-Ethoxycinnamoyl)-7-methoxycoumarin

시약·촉매·용매 2

HCID 8082Piperidine촉매2회HCID 6342Acetonitrile용매

실험 절차

A suspension of 2.18 g 3-acetyl-7-methoxycoumarin and 1.65 g p-ethoxybenzaldehyde in 100 ml alcohol was heated under reflux on a steam bath. Acetonitrile was added until solution was attained. Fifty drops of piperidine were added and the reaction mixture heated under reflux for 90 minutes. An additional fifty drops of piperidine were added and the solution was heated under reflux another hour. The product separated upon cooling and was washed with alcohol before being recrystallized from a mixture of alcohol and acetonitrile.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux on a steam bath
  3. temperaturethe reaction mixture heated
  4. temperatureunder reflux for 90 minutes
  5. temperaturethe solution was heated
  6. temperatureunder reflux another hour
  7. customThe product separated
  8. temperatureupon cooling
  9. washwas washed with alcohol
  10. custombefore being recrystallized from a mixture of alcohol and acetonitrile

출처 및 근거

ORD 기록
ord-943fff4c598841fc8e0531cb49187a38
출처 데이터셋
uspto-grants-1979_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04147552

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