Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 38334Erstellt: 25. Oktober 2026

3-Isopropylphenol → 4-Chloro-3-isopropylphenol

https://huagongshe.com/reaction/38334

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-IsopropylphenolHCID 12059—
EduktTert-Butyl hypochloriteHCID 521297—
LösungsmittelBenzene--trichloromethane (1/1)HCID 22101329—
Produkt4-Chloro-3-isopropylphenolHCID 18327844104,4%
Produkt2-Chloro-5-isopropylphenolHCID 59596487—

Reaktionsschritte

A solution of 3-isopropyl phenol (10.0 g, 73.4 mmol) in 350 mL 9:1 benzene/CHCl3 was cooled to 0° C. Hypochlorous acid tert-butyl ester (8.77 g, 80.8 mmol) was added drop-wise over 5 min and the mixture was allowed to warm to rt. After 16 h the mixture was concentrated in vacuo to give a crude oil. Purification via flash chromatography afforded 2-chloro-5-isopropyl-phenol and 4-chloro-3-isopropyl-phenol (6.540 g, 52%) as a 7:3 inseparable mixture of isomers in the form of a pale yellow oil. The combined regioisomers were used together in the following step.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08524725B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-14cf3966710b48bca987a8cc9aa6700c
Quellennotizuspto-grants-2013_09