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

HRID 641127노트

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HRID 641127 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

반응 조건

온도
115 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-545892f8d2c44cf7b07d812ee05f827a
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07696136B2

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