StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

3-Phenylprop-2-En-1-Ol → 2,6-Di-tert-butyl-4-(3-phenylprop-2-en-1-yl)phenol

HRID 2082796
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2082796
[CH2:1](O)[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[C:11]([C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([CH3:24])([CH3:23])[CH3:22])[C:16]=1[OH:25])([CH3:14])([CH3:13])[CH3:12].O>C(O)=O.C(O)(=O)C>[C:21]([C:17]1[CH:18]=[C:19]([CH2:1][CH:2]=[CH:3][C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:20]=[C:15]([C:11]([CH3:14])([CH3:13])[CH3:12])[C:16]=1[OH:25])([CH3:24])([CH3:23])[CH3:22]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 3083-Phenylprop-2-En-1-OlHCID 962WaterHCID 314052,6-Di-tert-butylphenol

Produkt 1

HCID 540633162,6-Di-tert-butyl-4-(3-phenylprop-2-en-1-yl)phenol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 284Formic Acid
Lösungsmittel

Versuchsvorschrift

Cinnamyl alcohol (134 g.) was added to a suspension of 2,6-di-t-butylphenol (206 g.) in 88% aqueous formic acid (470 ml.) and glacial acetic acid (200 ml.), and the mixture was refluxed for 1.5 hours. Warm water (2000 ml.) was added and the oily layer which formed on top of the mixture was collected. The oil was distilled and gave a fraction (179 g.), b.p. 190°-200° C. at 0.5 mm Hg. The oil crystallized upon treatment with Skelly F (a mixture of petroleum hydrocarbons boiling between 30°-60° C.) to give glistening, colorless needles, m.p. 93° C. (Found: C, 85.7; H, 9.20. Calc. for C23H30O: C, 85.7; H, 9.38). The nuclear magnetic resonance (nmr) spectrum of this compound at 100 MHz in deuterated chloroform (CDCl3) exhibited absorbances as follows: a singlet (9 protons) at δ 1.41; a singlet (9 protons) at δ 1.45; a singlet (2 protons) at δ 3.48; a singlet (1 proton) at δ 5.07; a multiplet (2 protons) at δ 6.18-6.58; and a multiplet (7 protons) at δ 6.96-7.46.

Aufarbeitung

  1. temperaturethe mixture was refluxed for 1.5 hours
  2. customthe oily layer which formed on top of the mixture
  3. customwas collected
  4. distillationThe oil was distilled
  5. customgave a fraction (179 g.), b.p. 190°-200° C. at 0.5 mm Hg
  6. customThe oil crystallized upon treatment with Skelly F (
  7. additiona mixture of petroleum hydrocarbons boiling between 30°-60° C.)
  8. customto give

Quellen und Nachweise

ORD-Eintrag
ord-83a1501e955e4fcd8b3e340185fc9bcd
Quelldatensatz
uspto-grants-1978_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04082814

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion