Ethanol → alpha-Vinylbenzyl alcohol

HRID 1983977

反応式

HRID 1983977 の反応式
C([O:4][CH:5]([CH:12]=[CH2:13])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)(=O)C.[OH-].[Na+].C(O)C>COC1C=CC(O)=CC=1.O>[CH:12]([CH:5]([OH:4])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[CH2:13]

参加物

6

反応物 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 111277Benzenemethanol, alpha-ethenyl-, 1-acetate

生成物 1

HCID 92986alpha-Vinylbenzyl alcohol収率 95%

試薬・触媒・溶媒 2

HCID 90154-Methoxyphenol触媒HCID 962Water溶媒2 回

反応条件

温度
65 °C

実験手順

120 grams (0.6876 mol) of vinylbenzyl acetate, inhibited with 10 mg of MEHQ were added to a one liter 3-neck round bottom flask equipped with a condenser, mechanical stirrer and thermometer, followed by 50 grams (1.25 mol) of sodium hydroxide. 50 mL of water and 300 mL of ethanol were then added and the contents of the flask heated at reflux (65° C.) for 2 hours. After the mixture was allowed to cool to room temperature, water was added. The content of the flask was poured into a separatory funnel and extracted with chloroform several times. The chloroform extract was subsequently washed several times with water and dried over magnesium sulfate. Removal of the chloroform on the rotary evaporator afforded 83 grams of the vinylbenzyl alcohol product (95% yield). The purification was accomplished by vacuum distillation.

後処理

  1. additionwere added to a one liter 3-neck round bottom flask
  2. customequipped with a condenser, mechanical stirrer
  3. temperaturethe contents of the flask heated
  4. temperatureto cool to room temperature
  5. additionThe content of the flask was poured into a separatory funnel
  6. extractionextracted with chloroform several times
  7. extractionThe chloroform extract
  8. dry with materialdried over magnesium sulfate
  9. customRemoval of the chloroform
  10. customon the rotary evaporator

出典と根拠

ORDレコード
ord-4c66511c7ff14b63905c91ffc415ca9e
出典データセット
uspto-grants-2009_06
特許番号
US07544453B2

関連ノート

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