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Styrene → 4,5-dihydro-N,N-dimethyl-5-phenyl-3-isoxazolecarboxamide

HRID 1528548
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HRID 1528548 반응식
[CH3:1][N:2]([CH3:9])[C:3](=[O:8])[C:4](Cl)=[N:5][OH:6].[CH2:10]=[CH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(=O)([O-])O.[K+]>C1(C)C=CC=CC=1.O>[CH3:1][N:2]([CH3:9])[C:3]([C:4]1[CH2:10][CH:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[O:6][N:5]=1)=[O:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 7501StyreneHCID 516893Potassium BicarbonateHCID 53423335Ethanimidoyl chloride, 2-(dimethylamino)-N-hydroxy-2-oxo-

생성물 1

HCID 672359144,5-dihydro-N,N-dimethyl-5-phenyl-3-isoxazolecarboxamide

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매2회

실험 절차

To a solution of 2-(dimethylamino)-N-hydroxy-2-oxoethanimidoyl chloride (prepared according to the procedure of E. Raleigh, U.S. Pat. No. 3,557,089) (6.0 g, 40 mmol), styrene (6.0 g, 60 mmol) in toluene (15 mL) was added a solution of potassium hydrogen carbonate (5.0 g, 50 mmol) in water (25 mL) over 1 h, while keeping the reaction temperature between 7 and 10° C. The reaction mixture was diluted with 10 mL of toluene, and stirred for an additional 10 minutes. The organic layer was separated and washed with water. The organic layer was concentrated under reduced pressure until no styrene remained to give 8.7 g of the title compound as a light yellow oil. This compound was of sufficient purity to use in subsequent reactions.

후처리

  1. customthe reaction temperature between 7 and 10° C
  2. customThe organic layer was separated
  3. washwashed with water
  4. concentrationThe organic layer was concentrated under reduced pressure until no styrene

출처 및 근거

ORD 기록
ord-9616aafa0e12479ebb6c198923768499
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09090604B2

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