Hydrochloric Acid → 4'-Methoxyacetophenone

HRID 1603173노트

반응식

HRID 1603173 반응식
COC1C=C(OC)C=CC=1C=[CH:12][C:13]([C:15]1[CH:20]=[CH:19][C:18]([O:21][CH2:22]C=C)=[CH:17][CH:16]=1)=[O:14].CC(C1C=CC(OCC=C)=CC=1)=O.COC1C=C(OC)C=CC=1C=O.Cl>C(O)C>[CH3:12][C:13]([C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=1)=[O:14]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 691752,4-DimethoxybenzaldehydeHCID 959691-(4-(2-Propen-1-yloxy)phenyl)ethanoneHCID 545548812,4-Dimethoxy-4'-(2-propenyloxy)chalcone

생성물 1

HCID 74764'-Methoxyacetophenone수율 122.7%

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

Preparation of 2,4dimethoxy4'-prop-2-enyloxychalcone ##STR30## 0.88 g of 4-allyloxyacetophenone and 0.42 g of 2,4-dimethoxybenzaldehyde were dissolved in 3.5 ml of ethanol, and to the solution was added ethanol saturated with 3.5 ml of hydrogen chloride. The mixture was left at room temperature for 30 min during which time it turned heavily red. The solution was concentrated in vacuo and the residue chromatographed (column chromatography over silica gel 60 (Merck 0.0630-0.200 mm, 100 g), eluent toluene and toluene to which increasing amounts of ethyl acetate were added) to give 500 mg of 4-methoxyacetophenone and 471 mg of 2,4-dimethoxy-4'-prop-2-enyloxychone. The chalcone was recrystallized from petroleum ether-ethyl acetate to give 370 mg of slightly yellow crystals. For data, see Example 2.24.

후처리

  1. concentrationThe solution was concentrated in vacuo
  2. customthe residue chromatographed
  3. temperature(column chromatography over silica gel 60 (Merck 0.0630-0.200 mm, 100 g), eluent toluene and toluene to which increasing amounts of ethyl acetate were added)

출처 및 근거

ORD 기록
ord-19b2f443f3e9415c9e512c01c3c4f70e
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05985935

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