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Butyl vinyl ether → N-Methyl-N-phenylprop-2-enamide

HRID 9937
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HRID 9937 반응식
[CH3:1][N:2]([CH:9]=[O:10])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH:11](OCCCC)=[CH2:12].ClC(OC(=O)OC(Cl)(Cl)Cl)(Cl)Cl.[OH-].[Na+]>ClC1C=CC=CC=1>[CH3:1][N:2]([C:9]([CH:11]=[CH2:12])=[O:10])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8108Butyl vinyl etherHCID 14798Sodium HydroxideHCID 66737N-MethylformanilideHCID 94429Triphosgene

생성물 1

HCID 234887N-Methyl-N-phenylprop-2-enamide

시약·촉매·용매 1

HCID 7964Chlorobenzene용매2회

실험 절차

To a solution of N-methylformanilide (100 g), butyl vinyl ether (74.12 g) in 85 ml of clorobenzene under stirring at 5° C., a solution of bis-trichloromethylcarbonate (87.84 g) in 170 ml of clorobenzene is added dropwise in 2 hours. The reaction mixture is kept under stirring at room temperature overnight. The mixture is cooled at about 5° C. and the pH is corrected to about 7 by adding sodium hydroxide 15% aqueous solution (348 ml). After separation of the phases, the aqueous layer is extracted with chlorobenzene (90 ml) and the combined organic layers are washed with water (100 ml) and evaporated under reduced pressure. The obtained residue (116.9 g, containing, according to HPLC assay, 104.8 g of pure product, 88% molar yield) is used for the next step of the synthesis without any further purification.

후처리

  1. temperatureThe mixture is cooled at about 5° C.
  2. customAfter separation of the phases
  3. extractionthe aqueous layer is extracted with chlorobenzene (90 ml)
  4. washthe combined organic layers are washed with water (100 ml)
  5. customevaporated under reduced pressure
  6. additionThe obtained residue (116.9 g, containing, according to HPLC assay, 104.8 g of pure product, 88% molar yield)
  7. customis used for the next step of the synthesis without any further purification

출처 및 근거

ORD 기록
ord-38c716d7c7e943708a6e3647fcb2217f
출처 데이터셋
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07091382B2

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