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Benzyl Bromide → 5-(Benzyloxy)-1,2,3,4-tetrahydronaphthalene

HRID 1719199
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HRID 1719199 반응식
[C:1]1([OH:11])[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:18](Br)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CC(C)=O.CCOCC>[CH2:18]([O:11][C:1]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 682585,6,7,8-Tetrahydro-1-naphthol

생성물 1

HCID 226476065-(Benzyloxy)-1,2,3,4-tetrahydronaphthalene수율 99.1%

시약·촉매·용매 2

HCID 180Acetone용매HCID 3283Diethyl Ether용매

실험 절차

5,6,7,8-tetrahydro-1-naphthol (5.9 g, 39mM) was added to a suspension of potassium carbonate (8.3 g, 60mM) in acetone (100 ml) and heated under reflux for 0.5 hour. Benzyl bromide (7.5 g, 43.8mM) was then added and the mixture was heated under reflux for a further 3 days with stirring. The resulting suspension was filtered and the filtrate was evaporated under reduced pressure to give an oil. This oil was dissolved in ether, washed with water, dried (sodium sulphate) and evaporated to giving an oil which was distilled under high vacuum to give the benzyl ether (3) (9.4 g, b.p. 170°-176° C. at 0.8 mm Hg).

후처리

  1. temperatureheated
  2. temperatureunder reflux for 0.5 hour
  3. temperaturethe mixture was heated
  4. temperatureunder reflux for a further 3 days
  5. filtrationThe resulting suspension was filtered
  6. customthe filtrate was evaporated under reduced pressure
  7. customto give an oil
  8. washwashed with water
  9. dry with materialdried (sodium sulphate)
  10. customevaporated
  11. customto giving an oil which
  12. distillationwas distilled under high vacuum

출처 및 근거

ORD 기록
ord-ac8df157aa654bf7a11ea1c6e40d18fe
출처 데이터셋
uspto-grants-1985_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04539319

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