1-Butanol → Butanedioic acid, 2-hydroxy-, 1,4-dibutyl ester

HRID 641127ノート

反応式

HRID 641127 の反応式
[C:1]([O:10][CH3:11])(=[O:9])[CH:2]([CH2:4][C:5]([O:7][CH3:8])=[O:6])[OH:3].C(O)[CH2:13][CH2:14][CH3:15].[C:17]1(C)[CH:22]=CC(S(O)(=O)=O)=C[CH:18]=1>C(OCC)(=O)C>[C:1]([O:10][CH2:11][CH2:18][CH2:17][CH3:22])(=[O:9])[CH:2]([CH2:4][C:5]([O:7][CH2:8][CH2:13][CH2:14][CH3:15])=[O:6])[OH:3]

参加物

5

反応物 3

HCID 2631-ButanolHCID 6101p-Toluenesulfonic acidHCID 12674Dimethyl malate

生成物 1

HCID 95385Butanedioic acid, 2-hydroxy-, 1,4-dibutyl ester

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
115 °C

実験手順

A 100 mL three-neck flask, equipped with a magnetic stir bar, a Claisen adapter with a thermocouple and a nitrogen inlet, and a short path condenser, was charged with 4.45 grams of dimethyl malate, 40 mL 1-butanol, and 0.51 gram of p-toluenesulfonic acid. The reaction was stirred at 115° C. for 3.7 hours with a nitrogen sweep. The reaction mixture was taken up in ethyl acetate, extracted with dilute aqueous sodium bicarbonate, washed three times with water, dried over magnesium sulfate, and filtered. Solvent was removed by rotary evaporation to yield 6.8 grams of a straw-colored liquid.

後処理

  1. customA 100 mL three-neck flask, equipped with a magnetic stir bar
  2. extractionextracted with dilute aqueous sodium bicarbonate
  3. washwashed three times with water
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customSolvent was removed by rotary evaporation

出典と根拠

ORDレコード
ord-545892f8d2c44cf7b07d812ee05f827a
出典データセット
uspto-grants-2010_04
特許番号
US07696136B2

反応ノート

読み込み中…