Ammonia → 6-chlorohexyl(2E)-3-(4-hydroxyphenyl)prop-2-enoate

HRID 523329Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 523329
N.C(OC([O:7][C:8]1[CH:13]=[CH:12][C:11](/[CH:14]=[CH:15]/[C:16]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][Cl:25])=[O:17])=[CH:10][CH:9]=1)=O)C>CC(C)=O.N1C=CC=CC=1>[OH:7][C:8]1[CH:9]=[CH:10][C:11](/[CH:14]=[CH:15]/[C:16]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][Cl:25])=[O:17])=[CH:12][CH:13]=1

Komponenten

5

Edukt 2

HCID 222AmmoniaHCID 867326476-chlorohexyl(2E)-3-{4-[(ethoxycarbonyl)oxy]phenyl}prop-2-enoate

Produkt 1

HCID 867326486-chlorohexyl(2E)-3-(4-hydroxyphenyl)prop-2-enoateAusbeute 100,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 1049PyridineLösungsmittel

Versuchsvorschrift

A 25% NH3 solution diluted in 780 mL of acetone is added dropwise to a solution of 89.3 g (247 mmol) of 6-chlorohexyl(2E)-3-{4-[(ethoxycarbonyl)oxy]phenyl}prop-2-enoate in 752 mL of pyridine. The mixture is allowed to stir for 20 hours at room temperature. The reaction mixture is then partitioned between ethylacetate and water. The organic phase is then washed repeatedly with water, dried over sodium sulfate, filtered off and concentrated by rotary evaporation. The solid is dried under vacuum to yield 70 g (100%) of pure 6-chlorohexyl(2E)-3-(4-hydroxyphenyl)prop-2-enoate as a white powder.

Aufarbeitung

  1. customThe reaction mixture is then partitioned between ethylacetate and water
  2. washThe organic phase is then washed repeatedly with water
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered off
  5. concentrationconcentrated by rotary evaporation
  6. customThe solid is dried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-1448c00ac21541c1a4a3da575b37b787
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09334366B2

Notizen zur Reaktion

Wird geladen…