Methanol → Benzoic acid, 3,5-dimethyl-, methyl ester

HRID 1899391

반응식

HRID 1899391 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([CH3:11])[CH:10]=1)[C:5]([OH:7])=[O:6].S(=O)(=O)(O)O.[CH3:17]O>>[CH3:17][O:6][C:5](=[O:7])[C:4]1[CH:8]=[C:9]([CH3:11])[CH:10]=[C:2]([CH3:1])[CH:3]=1

참가 물질

4

반응물 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 103563,5-Dimethylbenzoic acid

생성물 1

HCID 32786Benzoic acid, 3,5-dimethyl-, methyl ester수율 90%

실험 절차

A solution of 3,5-dimethyl benzoic acid (25 g, 0.17 mol) in methanol (250 ml) was treated with sulfuric acid (1 ml, cat. amount) and heated to reflux. After 10 hours, the solution was cooled to room temperature, concentrated to approximately 1/2 volume and poured into 200 ml of crushed ice. The mixture was extracted twice with 200 ml portions of diethyl ether. The organic phase was extracted with saturated aqueous sodium carbonate, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting solid was recrystallized from hexanes to yield the product (24.5 g, 90% yield) as volatile white plates. mp=32°-35° C. (lit. mp=35°-36° C.)

후처리

  1. temperatureheated to reflux
  2. concentrationconcentrated to approximately 1/2 volume
  3. additionpoured into 200 ml of crushed ice
  4. extractionThe mixture was extracted twice with 200 ml portions of diethyl ether
  5. extractionThe organic phase was extracted with saturated aqueous sodium carbonate
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe resulting solid was recrystallized from hexanes

출처 및 근거

ORD 기록
ord-0d6d54f1f24c4094b3fa87bc4906d696
출처 데이터셋
uspto-grants-1996_11
특허 번호
US05571911

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