Thionyl Chloride → 4-Benzyloxy-2-chloromethyl-5'-isopropyl-2'-methoxy-biphenyl

HRID 604190Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 604190
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[C:19]([CH:21]([CH3:23])[CH3:22])[CH:18]=[CH:17][C:16]=2[O:24][CH3:25])=[C:11]([CH2:26]O)[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:30])=O>C(Cl)Cl>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[C:19]([CH:21]([CH3:23])[CH3:22])[CH:18]=[CH:17][C:16]=2[O:24][CH3:25])=[C:11]([CH2:26][Cl:30])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 67087233(4-Benzyloxy-5'-isopropyl-2'-methoxy-biphenyl-2-yl)-methanol

Produkt 1

HCID 670872924-Benzyloxy-2-chloromethyl-5'-isopropyl-2'-methoxy-biphenyl

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

(4-Benzyloxy-5′-isopropyl-2′-methoxy-biphenyl-2-yl)-methanol (1.10 g) is dissolved in methylene chloride (10 ml), and thereto is added thionyl chloride (332 μl) and the mixture is stirred at room temperature for 30 minutes. The reaction solution is concentrated under reduced pressure, and the residue is purified by silica gel column chromatography (hexane:ethyl acetate=1:0→9:1) to give 4-benzyloxy-2-chloromethyl-5′-isopropyl-2′-methoxy-biphenyl (1.15 g). MS (m/z): 345

Aufarbeitung

  1. concentrationThe reaction solution is concentrated under reduced pressure
  2. customthe residue is purified by silica gel column chromatography (hexane:ethyl acetate=1:0→9:1)

Quellen und Nachweise

ORD-Eintrag
ord-004fd657aba14ec68b3273ade9a48071
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07906517B2

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