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Dimethylformamide → ethyl (2E)-3-(1,5-dimethyl-1H-pyrazol-4-yl)acrylate

HRID 30679
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인쇄 미리보기

반응식

HRID 30679 반응식
[CH3:1][N:2]1[C:6]([CH3:7])=[C:5]([CH:8]=O)[CH:4]=[N:3]1.[H-].[Na+].C(OP([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])(OCC)=O)C.CN(C)C=O>O>[CH3:1][N:2]1[C:6]([CH3:7])=[C:5](/[CH:8]=[CH:20]/[C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH:4]=[N:3]1
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참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 13345Triethyl phosphonoacetateHCID 24758Sodium hydrideHCID 5796431,5-dimethyl-1H-pyrazole-4-carbaldehyde

생성물 1

HCID 83766845ethyl (2E)-3-(1,5-dimethyl-1H-pyrazol-4-yl)acrylate수율 49%

시약·촉매·용매 1

HCID 962Water
용매

실험 절차

A mixture of 1,5-dimethyl-1H-pyrazole-4-carbaldehyde (400 mg), sodium hydride (60% in oil, 155 mg), ethyl diethylphosphonoacetate (795 mg) and N,N-dimethylformamide (5 ml) was stirred at room temperature for 1 hr. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated. Recrystallization of the residue from ethyl acetate-hexane gave ethyl (2E)-3-(1,5-dimethyl-1H-pyrazol-4-yl)acrylate (304 mg, 49%) as colorless prism crystals. melting point: 82-83° C.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customRecrystallization of the residue from ethyl acetate-hexane

출처 및 근거

ORD 기록
ord-b8607748a0124d53845254843ce576ec
출처 데이터셋
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07423159B2

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