4-(Methylsulfonyl)benzaldehyde → HCID 70286603、化合物

HRID 377761

反応式

HRID 377761 の反応式
C[O-].[Na+].[CH3:4][O:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[CH2:11][C:10]([CH3:15])=[C:9]2[CH2:16][C:17]([O:19]C)=[O:18].[CH3:21][S:22]([C:25]1[CH:32]=[CH:31][C:28]([CH:29]=O)=[CH:27][CH:26]=1)(=[O:24])=[O:23]>O>[CH3:4][O:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)/[C:11](=[CH:29]\[C:28]1[CH:31]=[CH:32][C:25]([S:22]([CH3:21])(=[O:24])=[O:23])=[CH:26][CH:27]=1)/[C:10]([CH3:15])=[C:9]2[CH2:16][C:17]([OH:19])=[O:18]

参加物

5

反応物 3

HCID 2203764-(Methylsulfonyl)benzaldehydeHCID 10942334Sodium MethoxideHCID 53634864HCID 53634864、化合物

生成物 1

HCID 70286603HCID 70286603、化合物

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

25% methanolic sodium methoxide (16 ml, 2.0 equivalents) is treated with a solution of methyl 5-methoxy-2-methyl-3-indenylacetate (from Example 4, Part C) (8.7 g; 0.037 mol) and p-methylsulfonylbenzaldehyde, (6.3 g; 1.1 equivalent). The mixture is stirred at reflux under nitrogen for 2 hours. An equal volume of water is added slowly, and refluxing is continued for 30 min. The solution is cooled, is diluted with water and is washed with ether. Residual ether is blown off with nitrogen. The aqueous solution is acidified with 10% hydrochloric acid. The precipitated product is collected and is washed thoroughly with water. The crude product is crystallized from methanol to give (Z)-5-methoxy-2-methyl-1-(p-methylsulfonylbenzylidene)-3-indenylacetic acid.

後処理

  1. temperatureat reflux under nitrogen for 2 hours
  2. temperaturerefluxing
  3. temperatureThe solution is cooled
  4. washis washed with ether
  5. customThe precipitated product is collected
  6. washis washed thoroughly with water
  7. customThe crude product is crystallized from methanol

出典と根拠

ORDレコード
ord-113586e271734fa8a1342d6dff985c0c
出典データセット
uspto-grants-2000_02
特許番号
US06028116

関連ノート

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