4,4-Dimethyl-1,2,3,4-tetrahydronaphthalen-1-ol → 1,2-Dihydro-1,1-dimethylnaphthalene

HRID 381538노트

반응식

HRID 381538 반응식
[CH3:1][C:2]1([CH3:13])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5](O)[CH2:4][CH2:3]1>C(O)(=O)C(O)=O.O>[CH3:1][C:2]1([CH3:13])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][CH2:3]1

참가 물질

4

반응물 1

HCID 126430324,4-Dimethyl-1,2,3,4-tetrahydronaphthalen-1-ol

생성물 1

HCID 127728391,2-Dihydro-1,1-dimethylnaphthalene

시약·촉매·용매 2

HCID 962Water용매HCID 971Oxalic Acid용매

실험 절차

A mixture of 1,2,3,4-tetrahydro-4,4-dimethyl-1-naphthol (9.6 g, 54.5 mmoles) in 20% aqueous oxalic acid was stirred and heated to reflux for 5 hours. After cooling, the reaction mixture was diluted with one volume of water and then extracted with one volume of ether. The aqueous layer was extracted again with one volume of ethyl acetate and the combined organic phases were dried over magnesium sulfate, filtered, and evaporated under reduced pressure to leave an oil which was purified using silica gel column chromatography, eluting with ethyl acetate:hexane (0.1:49.9) to give 1,2-dihydro-1,1-dimethylnaphthalene as a colorless oil. (4.76 g, 55%).

후처리

  1. temperatureheated
  2. temperatureto reflux for 5 hours
  3. temperatureAfter cooling
  4. extractionextracted with one volume of ether
  5. extractionThe aqueous layer was extracted again with one volume of ethyl acetate
  6. dry with materialthe combined organic phases were dried over magnesium sulfate
  7. filtrationfiltered
  8. customevaporated under reduced pressure
  9. customto leave an oil which
  10. customwas purified
  11. washeluting with ethyl acetate:hexane (0.1:49.9)

출처 및 근거

ORD 기록
ord-75bbf76b78c84f09bd562d4ffc40d68c
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06306865B1

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