Hydrochloric Acid → 3-(4-Acetyl-2-methylphenyl)acrylic acid

HRID 1951602노트

반응식

HRID 1951602 반응식
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH:11](Br)[C:12]([O:14]C)=[O:13])=[C:6]([CH3:17])[CH:5]=1)(=[O:3])[CH3:2].C[O-].[Na+].Cl.O>CO>[C:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[CH:11][C:12]([OH:14])=[O:13])=[C:6]([CH3:17])[CH:5]=1)(=[O:3])[CH3:2]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 10942334Sodium MethoxideHCID 86636689Methyl 3-(4-acetyl-2-methylphenyl)-2-bromopropionate

생성물 1

HCID 690004523-(4-Acetyl-2-methylphenyl)acrylic acid수율 34.5%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
5 °C

실험 절차

The obtained methyl 3-(4-acetyl-2-methylphenyl)-2-bromopropionate (2.79 g, 9.33 mmol) was dissolved in methanol (80 mL). The solution was cooled to 5° C. Sodium methoxide (1.51 g, 27.98 mmol) was added to the solution. The mixture was stirred at room temperature for 20 minutes, refluxed for 1 hour, cooled to room temperature, and acidized with 1N hydrochloric acid. Water (50 mL) was added to the mixture. The mixture was extracted with chloroform. The organic layer was dried with anhydrous sodium sulfate. The solvent was removed under reduced pressure to give 657 mg of the desired compound as yellow crystalline product (yield 34%).

후처리

  1. temperaturerefluxed for 1 hour
  2. temperaturecooled to room temperature
  3. extractionThe mixture was extracted with chloroform
  4. dry with materialThe organic layer was dried with anhydrous sodium sulfate
  5. customThe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-2777a7ee417c45a6bb069cf8a41faccc
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08404726B2

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