Thionyl Chloride → 2-Chloromethyl-3-methyl-benzofuran

HRID 29458

Reaktionsgleichung

Reaktionsgleichung von HRID 29458
[CH3:1][C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][C:3]=1[CH2:11]O.S(Cl)([Cl:15])=O>ClCCl>[Cl:15][CH2:11][C:3]1[O:4][C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[C:2]=1[CH3:1]

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 102411083-Methyl-2-benzofuranmethanol

Produkt 1

HCID 102617212-Chloromethyl-3-methyl-benzofuran

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of (3-methyl-benzofuran-2-yl)-methanol (1.12 g, 6.9 mmol) in 12 mL of dichloromethane was added 2.8 mL of thionyl chloride. The color of the reaction turned from pink initially to light yellow. After 2 h the reaction was worked up and 2-chloromethyl-3-methyl-benzofuran was obtained in quantitative yield. 1H NMR (400 MHz, CDCl3) δ ppm 2.3 (s, 3 H) 4.7 (s, 2 H) 7.2 (m, 1 H) 7.3 (m, 1 H) 7.5 (m, 1 H).

Quellen und Nachweise

ORD-Eintrag
ord-a66555378cb34fb9a2f6f0a343230fb8
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07420001B2

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