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Benzaldehyde → Ethyl cinnamoylacetate

HRID 34482
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반응식

HRID 34482 반응식
[C:1]([O:7][CH2:8][CH3:9])(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].C(N(CC)CC)C.[CH:17](=O)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C(Cl)(Cl)(Cl)Cl.O1CCCC1.[Ti](Cl)(Cl)(Cl)Cl>[O:4]=[C:3]([CH:5]=[CH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH2:2][C:1]([O:7][CH2:8][CH3:9])=[O:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 240BenzaldehydeHCID 8471TriethylamineHCID 8868Ethyl Acetoacetate

생성물 1

HCID 54004396Ethyl cinnamoylacetate

시약·촉매·용매 3

HCID 24193Titanium Tetrachloride촉매HCID 5943Carbon Tetrachloride용매
HCID 8028
Tetrahydrofuran
용매
3회

실험 절차

A solution of 0.020 moles of titanium tetrachloride in 15 ml of carbon tetrachloride was added to a cold (0°) solution of 0.015 moles of ethyl acetoacetate in 75 ml of tetrahydrofuran. After the mixture was stirred for 15 minutes, a solution of 0.060 mole of triethylamine in 15 ml of tetrahydrofuran was added dropwise over five minutes. After the mixture was stirred an additional 15 minutes, a solution of 0.015 moles of benzaldehyde in 15 ml of tetrahydrofuran was added over 10 minutes. The reaction mixture was then stirred for 20 hours, after which the title compound was isolated by the extraction and chromatography methods described in Example 1. The material prepared by this procedure was identical to that prepared by the method of Example 1, as indicated by the reverse phase chromatographic method described in Example 2.

후처리

  1. stirringAfter the mixture was stirred an additional 15 minutes
  2. stirringThe reaction mixture was then stirred for 20 hours

출처 및 근거

ORD 기록
ord-b456936264c744d2bff93613336bb884
출처 데이터셋
uspto-grants-1988_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04761503

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