Epichlorohydrin → 1-(2,3-Epoxypropoxy)-5,8-dihydronaphthalene

HRID 1076336

반응식

HRID 1076336 반응식
[C:1]1([OH:11])[C:10]2[CH2:9][CH:8]=[CH:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[CH2:12]([CH:14]1[O:16][CH2:15]1)Cl.O1CCOCC1.[OH-].[Na+]>O>[O:16]1[CH2:15][CH:14]1[CH2:12][O:11][C:1]1[C:10]2[CH2:9][CH:8]=[CH:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1

참가 물질

6

반응물 4

HCID 7835EpichlorohydrinHCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 974665,8-Dihydro-1-naphthol

생성물 1

HCID 110526861-(2,3-Epoxypropoxy)-5,8-dihydronaphthalene

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a cooled solution of 15 g. (0.1 m.) of 5,8-dihydro-1-naphthol and 13.2 g. (0.14 m.) of epichlorohydrin in 38 ml. of p-dioxane, a cold solution of 4.9 g. of sodium hydroxide in 10 ml. of water is added dropwise. The mixture is refluxed three hours, cooled, and extracted with benzene. The benzene extract is washed with water, dried (MgSO4) and evaporated in vacuo to give 1-(2,3-epoxypropoxy)-5,8-dihydronaphthalene. Distillation of the crude oil at 1.2 mm., b.p. 139°-140°, gives a colorless liquid; λliq.max. film 1250, 910, 840 cm-1 (characteristic epoxy bands), CDCl3 4.13 (-C/H=C/H-), 2.5 - 3.5 (aromatic protons).

후처리

  1. temperatureThe mixture is refluxed three hours
  2. temperaturecooled
  3. extractionextracted with benzene
  4. extractionThe benzene extract
  5. washis washed with water
  6. dry with materialdried (MgSO4)
  7. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-16efeedb38004f988ab3ac6269071188
출처 데이터셋
uspto-grants-1976_05
특허 번호
US03956285

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