Toluene → Methyl 4,5-bismethanesulfonyl-2-methylbenzoate

HRID 49647ノート

反応式

HRID 49647 の反応式
Cl[C:2]1[C:10]([S:11]([CH3:14])(=[O:13])=[O:12])=[CH:9][C:5](C(O)=O)=[C:4](C)[CH:3]=1.[C:16](OC)([O:20][CH3:21])([O:18]C)[CH3:17].C1(C)C=CC=CC=1>O1CCOCC1>[CH3:14][S:11]([C:10]1[C:9]([S:11]([CH3:10])(=[O:13])=[O:12])=[CH:5][C:17]([C:16]([O:20][CH3:21])=[O:18])=[C:3]([CH3:4])[CH:2]=1)(=[O:13])=[O:12]

参加物

5

反応物 3

HCID 1140TolueneHCID 15050Trimethyl orthoacetateHCID 108244784-chloro-2-methyl-5-(methylsulfonyl)Benzoic acid

生成物 1

HCID 11738318Methyl 4,5-bismethanesulfonyl-2-methylbenzoate

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
80 °C

実験手順

A solution of 29.5 g of 4-chloro-5-methanesulfonyl-2-methylbenzoic acid and 18.39 g of trimethyl orthoacetate in 100 ml of dioxane was refluxed until the acid had reacted completely. 150 ml of toluene were added, and the solvent was removed to the extent that the mixture still remained stirrable. 150 ml of 1-methyl-2-pyrrolidone (NMP) and 15.8 g of sodium methanesulfinate were subsequently added, and the mixture was stirred at 80° C. for 5 h. After addition of a further 5.3 g of sodium methanesulfinate, the mixture was stirred for 25 h. Conventional work-up gave methyl 4,5-bismethanesulfonyl-2-methylbenzoate.

後処理

  1. customhad reacted completely
  2. customthe solvent was removed to the extent that the mixture still remained stirrable
  3. addition150 ml of 1-methyl-2-pyrrolidone (NMP) and 15.8 g of sodium methanesulfinate were subsequently added
  4. additionAfter addition of a further 5.3 g of sodium methanesulfinate
  5. stirringthe mixture was stirred for 25 h

出典と根拠

ORDレコード
ord-33cb6dc16d7848a594a5d1e1c9b43569
出典データセット
uspto-grants-2004_03
特許番号
US06706921B2

反応ノート

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