p-Toluenesulfonic acid → Methyl Caffeate

HRID 416031

反応式

HRID 416031 の反応式
[C:1]([OH:13])(=[O:12])/[CH:2]=[CH:3]/[C:4]1[CH:11]=[CH:10][C:8]([OH:9])=[C:6]([OH:7])[CH:5]=1.[CH3:14]C1C=CC(S(O)(=O)=O)=CC=1.COC(OC)(C)C>CO>[C:1]([O:13][CH3:14])(=[O:12])/[CH:2]=[CH:3]/[C:4]1[CH:11]=[CH:10][C:8]([OH:9])=[C:6]([OH:7])[CH:5]=1

参加物

5

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 64952,2-DimethoxypropaneHCID 689043Caffeic Acid

生成物 1

HCID 689075Methyl Caffeate収率 98%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Put a 10 g caffeic acid (1) in a reaction bottle, and add 1 g TsOH and 3 ml 2,2-dimethoxypropane and 10 ml methanol thereinto, followed by refluxing for 6 hours. After the refluxation, remove the solvent and pour the resultant solution into 100 ml water, followed by being extracted by the ethyl acetate for three times, neutralizing with 3% NaHCO3, and finally performing a column chromatography. Therefore, the product, methyl caffeate (the compound 2) is obtained with 98% yield.

後処理

  1. temperatureby refluxing for 6 hours
  2. customAfter the refluxation, remove the solvent
  3. additionpour the resultant solution into 100 ml water
  4. extractionby being extracted by the ethyl acetate for three times

出典と根拠

ORDレコード
ord-8061bc708c5948a997c7e01eb3eddcbe
出典データセット
uspto-grants-2012_01
特許番号
US08088818B2

関連ノート

読み込み中…