Hydrochloric Acid → 2-Methyl-4-(1-methyl-cyclopropyl)-benzoic acid

HRID 2188752노트

반응식

HRID 2188752 반응식
C[O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][C:7]([C:10]2([CH3:13])[CH2:12][CH2:11]2)=[CH:6][C:5]=1[CH3:14].CO.[OH-].[Na+].Cl>O>[CH3:14][C:5]1[CH:6]=[C:7]([C:10]2([CH3:13])[CH2:12][CH2:11]2)[CH:8]=[CH:9][C:4]=1[C:3]([OH:15])=[O:2]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 592165062-Methyl-4-(1-methyl-cyclopropyl)-benzoic acid methyl ester

생성물 1

HCID 592164362-Methyl-4-(1-methyl-cyclopropyl)-benzoic acid수율 85.1%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
80 °C

실험 절차

2-Methyl-4-(1-methyl-cyclopropyl)-benzoic acid methyl ester (2.75 g, 13.46 mmol) was treated with methanol and 5 M aqueous sodium hydroxide solution (20.46 ml, 102.32 mmol). This solution was heated to 80° C. for 4 hours. The reaction mixture was concentrated until methanol was evaporated. A white solid was obtained. The solid was dissolved in 50 ml water under heating then cooled with an ice bath; acidified with 10 ml conc. hydrochloric acid. A white precipitate was formed; filtered; washed with water; dried under high vacuum over night to yield 2-Methyl-4-(1-methyl-cyclopropyl)-benzoic acid (2.18 g, 11.46 mmol) MS (ESI) 189.1 (M−H)−

후처리

  1. concentrationThe reaction mixture was concentrated until methanol
  2. customwas evaporated
  3. customA white solid was obtained
  4. temperatureunder heating
  5. temperaturethen cooled with an ice bath
  6. customA white precipitate was formed
  7. filtrationfiltered
  8. washwashed with water
  9. customdried under high vacuum over night

출처 및 근거

ORD 기록
ord-3ddd977cf3b84fa59b9dd8837d8ab3a8
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08324211B2

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