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Acetone → (E)-4-(2,4-difluorophenyl)but-3-en-2-one

HRID 1189549
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HRID 1189549 반응식
[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[CH3:11][C:12]([CH3:14])=[O:13].[OH-].[Na+]>O>[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1/[CH:4]=[CH:11]/[C:12](=[O:13])[CH3:14]
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참가 물질

5

반응물 3

HCID 180AcetoneHCID 14798Sodium HydroxideHCID 737702,4-Difluorobenzaldehyde

생성물 1

HCID 58310994(E)-4-(2,4-difluorophenyl)but-3-en-2-one

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a mixture of 2,4-difluorobenzaldehyde (5.0 ml, 45.7 mmol) and acetone (10.75 ml, 146 mmol) in Water (10 ml), was added 0.25M sodium hydroxide (18.30 ml, 4.57 mmol). The reaction mixture was heated to for 2 h. The mixture was poured into ice water. It was extracted with ethyl acetate (200 ml). The organic layer was dried, filtered, and evaporated to give (E)-4-(2,4-difluorophenyl)but-3-en-2-one as yellow oil. It was used for the next reaction without purification. 1H NMR (CDCl3/400 MHz): δ (ppm) 7.60 (d, 1H), 7.60-7.53 (m, 1H), 6.96-6.86 (m, 2H), 6.73 (d, 1H), 2.39 (s, 3H).

후처리

  1. temperatureThe reaction mixture was heated to for 2 h
  2. extractionIt was extracted with ethyl acetate (200 ml)
  3. customThe organic layer was dried
  4. filtrationfiltered
  5. customevaporated

출처 및 근거

ORD 기록
ord-5185cd3713a448b7a379a6b0f8ac835b
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08674115B2

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