Water → 7-(2-Hydroxy-3,4,6-trimethylphenyl)-7-phenylheptanoic acid

HRID 2254350Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2254350
[C:1]1([CH:7]=[CH:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:16][C:17]1[C:22]([CH3:23])=[CH:21][C:20]([CH3:24])=[CH:19][C:18]=1O.CS(O)(=O)=O.[OH2:31]>ClCCl>[OH:31][C:18]1[C:17]([CH3:16])=[C:22]([CH3:23])[CH:21]=[C:20]([CH3:24])[C:19]=1[CH:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14]

Komponenten

6

Edukt 4

HCID 962WaterHCID 6395Methanesulfonic AcidHCID 127692,3,5-TrimethylphenolHCID 539006207-Phenyl-6-heptenoic acid

Produkt 1

HCID 145139667-(2-Hydroxy-3,4,6-trimethylphenyl)-7-phenylheptanoic acidAusbeute 85,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

7-Phenyl-6-heptenoic acid (10 g) and 2,3,5-trimethylphenol (8.3 g) were suspended in dichloromethane (80 ml). To the suspension was added dropwise methanesulfonic acid (9.4 g) at a temperature ranging from 17°-25° C. The mixture was stirred at 25° C. for 6 hours, to which was then added water (80 ml). The dichloromethane layer was separated and washed with water three times. Dichloromethane was distilled off under reduced pressure, and the residue was recrystallized from toluene (38 m;) to give 7-(2-hydroxy-3,4,6-trimethylphenyl)-7-phenylheptanoic acid (14.2g, 85.2%) as white crystals.

Aufarbeitung

  1. customranging from 17°-25° C
  2. customThe dichloromethane layer was separated
  3. washwashed with water three times
  4. distillationDichloromethane was distilled off under reduced pressure
  5. customthe residue was recrystallized from toluene (38 m;)

Quellen und Nachweise

ORD-Eintrag
ord-e69a5bd50ae546f3ad9e8375f5f95afc
Quelldatensatz
uspto-grants-1993_08
Patentnummer
US05235091

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