Methanol → Methyl 3-(1-cyanoethyl)benzoate

HRID 1667847ノート

反応式

HRID 1667847 の反応式
[C:1]([CH:3]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([OH:10])=[O:9])[CH3:4])#[N:2].S(=O)(=O)(O)O.[CH3:19]O>>[C:1]([CH:3]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([O:10][CH3:19])=[O:9])[CH3:4])#[N:2]

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 983703-(1-Cyanoethyl)benzoic acid

生成物 1

HCID 10035402Methyl 3-(1-cyanoethyl)benzoate収率 89%

反応条件

温度
60 °C

実験手順

To a solution of 3-(1-cyanoethyl)benzoic acid (2.0 g, 11 mmol) in methanol (20 mL) was added conc. sulfuric acid (0.2 mL), and the mixture was stirred at 60° C. for 8 hr. The reaction mixture was concentrated under reduced pressure, and neutralized with saturated aqueous sodium hydrogencarbonate solution. The mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and filtrated. The solvent was evaporated under reduced pressure to give the title compound (1.9 g, 89%) as a colorless oil.

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionThe mixture was diluted with water
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltrated
  7. customThe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-7f737523affb4866ac3945ba7b4e4f7a
出典データセット
uspto-grants-2011_10
特許番号
US08044049B2

反応ノート

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