Water → Benzyl Chloride

HRID 1287418Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1287418
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH:10](CC2C=CC=CC=2)[CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:5][CH:4]=1.[ClH:25].N1C=CC=CC=1.[OH2:32]>C(Cl)(Cl)Cl>[C:12]1([C:11](=[O:32])[CH2:10][CH2:9][C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:32])[CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:5][CH:4]=1.[Cl:25][CH2:9][C:6]1[CH:7]=[CH:8][CH:3]=[CH:4][CH:5]=1

Komponenten

7

Edukt 3

HCID 962WaterHCID 10176127Pyridinium chlorideHCID 215085551-(4-Methoxyphenyl)-2-benzyl-3-phenylpropane

Produkt 3

HCID 7503Benzyl ChlorideHCID 2447783-(4-Methoxyphenyl)propiophenoneHCID 2455544'-Methoxy-3-phenylpropiophenone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Reaktionsbedingungen

Temperatur
210 °C

Versuchsvorschrift

To 4.3 g (0.0136 mole) of 1-(4-methoxyphenyl)-2-benzyl-3-phenylpropane was added 4 g (0.0346 mole) of pyridine hydrochloride and heated to 210°C for 5 hours. The mixture was cooled, and 300 ml H2O and 300 ml chloroform were added. Chloroform layer was separated, washed with 4 × 250 ml H2O and dried over anhydrous MgSO4. Chloroform was removed at reduced pressure. The residue was distilled at 210°-215°C/0.3 mm. Yield 3.5 g (85.16%). This material can also be obtained by alkylation of 1-phenyl-3-(4-methoxyphenyl)-1-propanone or 1-(4-methoxyphenyl)-3-phenyl-1-propanone with α-chlorotoluene as carried out in Example I, followed by demethylation with pyridine hydrochloride and reduction of the carbonyl function.

Aufarbeitung

  1. temperatureThe mixture was cooled
  2. customChloroform layer was separated
  3. washwashed with 4 × 250 ml H2O
  4. dry with materialdried over anhydrous MgSO4
  5. customChloroform was removed at reduced pressure
  6. distillationThe residue was distilled at 210°-215°C/0.3 mm

Quellen und Nachweise

ORD-Eintrag
ord-f2e344ab649f4b388033da756012b183
Quelldatensatz
uspto-grants-1976_10
Patentnummer
US03984501

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