Sodium Chloride → 5-(Methoxycarbonyl)-4-methylthiophene-2-carboxylic acid

HRID 1952563ノート

反応式

HRID 1952563 の反応式
[CH3:1][O:2][C:3]([C:5]1[S:6][C:7]([CH:11]=[O:12])=[CH:8][C:9]=1[CH3:10])=[O:4].CC(=CC)C.[Cl-].[Na+].[O:20]1CCOCC1>O>[CH3:1][O:2][C:3]([C:5]1[S:6][C:7]([C:11]([OH:20])=[O:12])=[CH:8][C:9]=1[CH3:10])=[O:4]

参加物

6

反応物 4

HCID 5234Sodium ChlorideHCID 105532-Methyl-2-buteneHCID 312751,4-DioxaneHCID 57618829Methyl 5-formyl-3-methylthiophene-2-carboxylate

生成物 1

HCID 682266195-(Methoxycarbonyl)-4-methylthiophene-2-carboxylic acid収率 90%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a solution of 5-formyl-3-methyl-thiophene-2-carboxylic acid methyl ester (3.2 g, 17.4 mmol) in dioxane (20 ml) was added 2-methyl-2-butene (15 ml) and a solution of Na2ClO2 (4.71 g, 52.1 mmol) and NaH2PO4 (4.71 g, 39.2 mmol) in water (15 ml). The mixture was stirred at rt for 1 h. The solution was saturated with sodium chloride, then successively extracted with EtOAc and dichloromethane. The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure to afford the desired product (3.13 g, 90% yield)

後処理

  1. extractionsuccessively extracted with EtOAc and dichloromethane
  2. dry with materialThe combined organic layers were dried over Na2SO4
  3. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-b8f669c751c148ecba9fdd0b9e2907e8
出典データセット
uspto-grants-2013_03
特許番号
US08404859B2

反応ノート

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