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

HRID 1951602ノート

反応式

HRID 1951602 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
5 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-2777a7ee417c45a6bb069cf8a41faccc
出典データセット
uspto-grants-2013_03
特許番号
US08404726B2

反応ノート

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