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

HRID 49647노트

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HRID 49647 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
80 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-33cb6dc16d7848a594a5d1e1c9b43569
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06706921B2

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