Diethyl Ether → Ethyl 4-oxo-4-(4-phenoxyphenyl)but-2-enoate

HRID 2418152노트

반응식

HRID 2418152 반응식
[O:1]([C:8]1[CH:20]=[CH:19][C:11]([C:12]([CH:14]=[CH:15][C:16]([OH:18])=[O:17])=[O:13])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].S(OCC)(O[CH2:31][CH3:32])(=O)=O.C(OCC)C>CN(C)C=O>[O:1]([C:8]1[CH:20]=[CH:19][C:11]([C:12]([CH:14]=[CH:15][C:16]([O:18][CH2:31][CH3:32])=[O:17])=[O:13])=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 6163Diethyl SulfateHCID 11430Potassium CarbonateHCID 54511907HCID 54511907, 화합물

생성물 1

HCID 53776537Ethyl 4-oxo-4-(4-phenoxyphenyl)but-2-enoate수율 73.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

5.36 g of 3-(4-phenoxybenzoyl)acrylic acid were dissolved in 30 ml of dimethylformamide, and then 1.36 g of potassium carbonate and 3.08 g of diethyl sulfate were added. The mixture was stirred at room temperature for 3 hours. Diethyl ether was added to the reaction mixture, which was then washed, in turn, with water, a saturated aqueous solution of sodium hydrogencarbonate and water, and dried over magnesium sulfate. The diethyl ether was removed by evaporation under reduced pressure. The residue was purified first by silica gel column chromatography, eluted with a mixture of hexane and diethyl ether, then by recrystallization from hexane to give 4.36 g of ethyl 3-(4-phenoxybenzoyl)acrylate.

후처리

  1. washwas then washed, in turn, with water
  2. dry with materiala saturated aqueous solution of sodium hydrogencarbonate and water, and dried over magnesium sulfate
  3. customThe diethyl ether was removed by evaporation under reduced pressure
  4. customThe residue was purified first by silica gel column chromatography
  5. washeluted with a mixture of hexane and diethyl ether
  6. customby recrystallization from hexane

출처 및 근거

ORD 기록
ord-ebe378ba6dbf411bb04f4fe072dfce5f
출처 데이터셋
uspto-grants-1984_09
특허 번호
US04472316

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