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

HRID 2166243ノート

反応式

HRID 2166243 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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 ona 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),

後処理

  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 ona
  5. washsilica gel column elution
  6. additionThe fractions containing the desired compound
  7. concentrationwere concentrated

出典と根拠

ORDレコード
ord-52ba1c8b681c4e479e09e394ffeb08eb
出典データセット
uspto-grants-1990_07
特許番号
US04943645

反応ノート

読み込み中…