Acetone → 4-(2,3,4,5-Tetramethoxy-6-methylphenyl)but-3-en-2-one

HRID 2351937노트

반응식

HRID 2351937 반응식
[CH3:1][O:2][C:3]1[C:10]([O:11][CH3:12])=[C:9]([O:13][CH3:14])[C:8]([O:15][CH3:16])=[C:7]([CH3:17])[C:4]=1[CH:5]=O.[CH3:18][C:19]([CH3:21])=[O:20].C[O-].[Na+]>CO>[CH3:1][O:2][C:3]1[C:4]([CH:5]=[CH:18][C:19](=[O:20])[CH3:21])=[C:7]([CH3:17])[C:8]([O:15][CH3:16])=[C:9]([O:13][CH3:14])[C:10]=1[O:11][CH3:12]

참가 물질

5

반응물 3

HCID 180AcetoneHCID 10942334Sodium MethoxideHCID 148523342,3,4,5-Tetramethoxy-6-methylbenzaldehyde

생성물 1

HCID 542361174-(2,3,4,5-Tetramethoxy-6-methylphenyl)but-3-en-2-one수율 60%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 2,3,4,5-tetramethoxy-6-methylbenzaldehyde (1.56 g, 6.5 mmol) and acetone (1.13 g, 19.5 mmol) in methanol (15 ml) was added 28% methanolic sodium methoxide (1.88 g). The mixture was refluxed for 1.5 hours. After completion of the reaction, the mixture was concentrated under reduced pressure. The residue was chromatographed on a silica gel column elution being carried out with isopropyl ether. The fractions containing the desired compound were concentrated to give 1,2,3,4-tetramethoxy-5-methyl-6-(3-oxo-1-butenyl)benzene (Compound 21, 1.09 g, 60% Oily substance) δ 2.28 (3H), 2.36 (3H), 3.77 (3H), 3.79 (3H), 3.89 (3H), 3.95 (3H), 6.70 (1H), 7.57 (1H),

후처리

  1. temperatureThe mixture was refluxed for 1.5 hours
  2. customAfter completion of the reaction
  3. concentrationthe mixture was concentrated under reduced pressure
  4. customThe residue was chromatographed on a silica gel column elution
  5. additionThe fractions containing the desired compound
  6. concentrationwere concentrated

출처 및 근거

ORD 기록
ord-4cb36f740b2b4a58822c902e3d495019
출처 데이터셋
uspto-grants-1989_10
특허 번호
US04874752

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