Epichlorohydrin → 1-Benzyloxy-4-(2,3-epoxypropyl)-naphthyl ether

HRID 2247846

Reaktionsgleichung

Reaktionsgleichung von HRID 2247846
O[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:4][CH:3]=1.[CH2:20]([CH:22]1[O:24][CH2:23]1)Cl.[OH-:25].[Na+]>O>[CH2:13]([O:12][C:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([CH2:20][CH:22]2[O:24][CH2:23]2)=[CH:3][C:4]=1[O:25][C:4]1[CH:3]=[C:2]([CH2:20][CH:22]2[O:24][CH2:23]2)[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]=1[O:12][CH2:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Komponenten

5

Edukt 3

HCID 7835EpichlorohydrinHCID 14798Sodium HydroxideHCID 5629374-(Benzyloxy)naphthalen-1-ol

Produkt 1

HCID 572662001-Benzyloxy-4-(2,3-epoxypropyl)-naphthyl ether

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

To a solution of 4.3 g. (0.017 mole) 1-hydroxy-4-benzyloxynaphthalene in 15 ml. (0.19 mole) epichlorohydrin, which is heated to its boiling point while stirring, is carefully added dropwise 3.7 ml. 5M aqueous sodium hydroxide solution (0.0187 mole). The apparatus used for carrying out the reaction is equipped with a water separator so that the water distils off azeotropically from the reaction mixture with epichlorohydrin. After distilling off the theoretical amount of water, the reaction mixture is further heated under reflux for 1 hour while stirring, thereafter mixed with 50 ml. toluene, filtered off from inorganic components and the solution evaporated on a rotary evaporator. The product obtained is used for the next reaction step without further purification. Yield 6.1 g.

Aufarbeitung

  1. additionis carefully added dropwise 3.7 ml
  2. customdistils off azeotropically from the reaction mixture with epichlorohydrin
  3. distillationAfter distilling off the theoretical amount of water
  4. temperaturethe reaction mixture is further heated
  5. temperatureunder reflux for 1 hour
  6. stirringwhile stirring
  7. additionmixed with 50 ml
  8. filtrationtoluene, filtered off from inorganic components
  9. customthe solution evaporated on a rotary evaporator
  10. customThe product obtained
  11. customis used for the next reaction step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-a7db72b6b20d4e5e8c4103c466e52550
Quelldatensatz
uspto-grants-1991_08
Patentnummer
US05037828

Verknüpfte Notizen

Wird geladen…