4-(Methylsulfonyl)benzaldehyde → HCID 70288307、化合物

HRID 377758

反応式

HRID 377758 の反応式
[CH3:1][S:2]([C:5]1[CH:12]=[CH:11][C:8]([CH:9]=O)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[CH3:13][N:14]([CH3:30])[C:15]1[CH:16]=[C:17]2[C:21](=[CH:22][CH:23]=1)[CH2:20][C:19]([CH3:24])=[C:18]2[CH2:25][C:26]([O:28]C)=[O:27].CC(C)([O-])C.[K+]>COCCOC.CCOCC>[CH3:1][S:2]([C:5]1[CH:12]=[CH:11][C:8](/[CH:9]=[C:20]2/[C:19]([CH3:24])=[C:18]([CH2:25][C:26]([OH:28])=[O:27])[C:17]3[C:21]/2=[CH:22][CH:23]=[C:15]([N:14]([CH3:30])[CH3:13])[CH:16]=3)=[CH:7][CH:6]=1)(=[O:4])=[O:3]

参加物

6

反応物 3

HCID 2203764-(Methylsulfonyl)benzaldehydeHCID 22456970HCID 22456970、化合物HCID 23665647Potassium tert-butoxide

生成物 1

HCID 70288307HCID 70288307、化合物

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 80711,2-Dimethoxyethane溶媒

実験手順

p-Methylsulfonylbenzaldehyde (1.5 g) is added to a solution of methyl 5-dimethylamino-2-methyl-3-indenylacetate (2.5 g) from Example 3 Part B in 1,2-dimethoxyethane (1.5 ml) at 0° C. followed by the addition of potassium t-butoxide (1.1 g). The reaction mixture is kept in the ice-bath for 4 hours and at room temperature for 18 hours. The mixture is diluted with ether (15 ml), and the potassium salt is filtered off. The salt is dissolved in 30 ml of water and neutralized with dilute hydrochloric acid to pH 6-6.5. The crude acid precipitates, is collected by filtration and is recrystallized to give pure (Z)-1-(p-methylsulfonylbenzylidene)-5-dimethylamino-2-methyl-3-indenylacetic acid.

後処理

  1. filtrationthe potassium salt is filtered off
  2. dissolutionThe salt is dissolved in 30 ml of water and neutralized with dilute hydrochloric acid to pH 6-6.5
  3. customThe crude acid precipitates
  4. filtrationis collected by filtration
  5. customis recrystallized

出典と根拠

ORDレコード
ord-5986da5bcbb94caca87cddaa171c9d2b
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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