ChemicalBook CAS DataBase List 2-Chloro-5-methoxyphenol

2-Chloro-5-methoxyphenol synthesis

5synthesis methods

Product Name:2-Chloro-5-methoxyphenol
CAS Number:18113-04-7
Molecular formula:C7H7ClO2
Molecular Weight:158.58

150-19-6 Synthesis

150-19-6
334 suppliers
$6.00/5g

18113-04-7
105 suppliers
$34.00/1g

Yield: 72%

Reaction Conditions:

with sulfuryl dichloride in chloroform at 0 - 65; for 3 h;Inert atmosphere;

Steps:

1
To a solution of 3-methoxyphenol (5.0 g, 40.3 mmol) in CHCl₃(50 mL) at 0° C. was added SO₂Cl₂(3.9 mL, 48.3 mmol) slowly. The resulting solution was stirred for 30 min under argon atmosphere, then heated to 65° C. and stirred for 3 h. The reaction mixture was allowed to cool down to room temperature, poured into ice cold water (100 mL) and extracted with CHCl₃, washed with saturated NaHCO₃solution and brine. The organic layer was dried over anhydrous magnesium sulfate and concentrated in vacuo. The target compound HJ-3-272 [18113-03-6] was isolated as a colorless oil by flash chromatography on silica gel using EtOAc:Hexane (1:9) as an eluent. Yield: 4.57 g (72%). ¹H NMR (300 MHz, CDCl₃) δ 7.16 (d, J=8.9 Hz, 1H), 6.61 (d, J=2.9 Hz, 1H), 6.44 (dd, J=8.9, 2.9 Hz, 1H), 6.06 (d, J=1.8 Hz, 1H), 3.73 (s, 3H); ¹³C NMR (75 MHz, CDCl₃) δ 159.6, 152.1, 129.2, 111.6, 107.6, 102.1, 55.4.

References:

THE UNIVERSITY OF HONG KONG;Yang, Dan;Hu, Jun;Wong, Nai-Kei;Bai, Xiaoyu US2016/312033, 2016, A1 Location in patent:Paragraph 0096

16807-60-6 Synthesis