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

HRID 1076336

反応式

HRID 1076336 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-16efeedb38004f988ab3ac6269071188
出典データセット
uspto-grants-1976_05
特許番号
US03956285

関連ノート

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