Acetic Acid → 4-Propyl-1,2-benzenediol

HRID 1029698

반응식

HRID 1029698 반응식
[CH2:1]([C:4]1[CH:5]=[C:6]([O:12]C)[C:7]([O:10]C)=[CH:8][CH:9]=1)[CH2:2][CH3:3].C(O)(=O)C.Br>O>[CH2:1]([C:4]1[CH:5]=[C:6]([OH:12])[C:7](=[CH:8][CH:9]=1)[OH:10])[CH2:2][CH3:3]

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 1232331,2-Dimethoxy-4-propylbenzene

생성물 1

HCID 976384-Propyl-1,2-benzenediol수율 82.9%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 15.0 g (83 mM) of 4-propylveratrole, 53.0 g (882 mM) of acetic acid and 159.4 g (926 mM) of 47% hydrobromic acid was heated under reflux for 2 hours with stirring. After cooling to the room temperature, the reaction mixture was added with 140 ml of water and extracted three times with each 150 ml of ether. The extracted solution was successively washed with 150 ml of water, 150 g of 5% aqueous sodium thiosulfate solution and then twice with each 150 ml of water. The resulting solution was dried with anhydrous sodium sulfate, distilled off ether and vacuum distilled to obtain 10.5 g (69 mM) of 4-propylcatechol as a light yellow liquid having a boiling point of 119° C./3 mmHg.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. extractionextracted three times with each 150 ml of ether
  4. washThe extracted solution was successively washed with 150 ml of water, 150 g of 5% aqueous sodium thiosulfate solution
  5. dry with materialThe resulting solution was dried with anhydrous sodium sulfate
  6. distillationdistilled off ether and vacuum
  7. distillationdistilled

출처 및 근거

ORD 기록
ord-2e501b6ed8f148c6aa16ab818c873932
출처 데이터셋
uspto-grants-1992_04
특허 번호
US05102906

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