4-(Chlorocarbonyl)-2,6-dimethoxyphenyl ethyl carbonate

Base Information

• Chemical Name: 4-(Chlorocarbonyl)-2,6-dimethoxyphenyl ethyl carbonate
• CAS No.: 18780-68-2
• Molecular Formula: C12H13ClO6
• Molecular Weight: 288.685
• DSSTox Substance ID: DTXSID20510499
• Nikkaji Number: J32.915K
• Wikidata: Q82368820
• Mol file: 18780-68-2.mol

Synonyms:18780-68-2;4-(Chlorocarbonyl)-2,6-dimethoxyphenyl ethyl carbonate;SCHEMBL3273596;DTXSID20510499;MFCD28989514

Chemical Property of 4-(Chlorocarbonyl)-2,6-dimethoxyphenyl ethyl carbonate

Chemical Property:

• Melting Point: 74-75 °C
• Boiling Point: 416.2±45.0 °C(Predicted)
• PSA: 71.06000
• Density: 1.286±0.06 g/cm3(Predicted)
• LogP: 2.61810
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 288.0400658
• Heavy Atom Count: 19
• Complexity: 307

Purity/Quality:

99%, ^*data from raw suppliers

4-(Chlorocarbonyl)-2,6-dimethoxyphenylethylcarbonate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)OC1=C(C=C(C=C1OC)C(=O)Cl)OC

Technology Process of 4-(Chlorocarbonyl)-2,6-dimethoxyphenyl ethyl carbonate

There total 4 articles about 4-(Chlorocarbonyl)-2,6-dimethoxyphenyl ethyl carbonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 74.6%

4-[(ethoxycarbonyl)oxy]-3,5-dimethoxybenzoic acid (18780-67-1) → 4-ethoxycarbonyloxy-3,5-dimethoxy-benzoyl chloride (18780-68-2)

Guidance literature:

With thionyl chloride; for 0.5h; Reflux;

DOI:10.1016/j.fitote.2021.105108

Reference yield:

Eudesmic acid (118-41-2) → 4-ethoxycarbonyloxy-3,5-dimethoxy-benzoyl chloride (18780-68-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide / 4 h / 160 °C

1.2: pH 3

2.1: sodium hydroxide / water / 0 °C

3.1: thionyl chloride / 0.5 h / Reflux

With thionyl chloride; sodium hydroxide; In water;

DOI:10.1016/j.fitote.2021.105108

Reference yield:

3,5-dimethoxy-4-hydroxybenzoic acid (530-57-4) → 4-ethoxycarbonyloxy-3,5-dimethoxy-benzoyl chloride (18780-68-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH-solution

2: phosphorus pentachloride

With sodium hydroxide; phosphorus pentachloride;

upstream raw materials:

4-[(ethoxycarbonyl)oxy]-3,5-dimethoxybenzoic acid

3,5-dimethoxy-4-hydroxybenzoic acid

Eudesmic acid

Downstream raw materials:

2-(4-ethoxycarbonyloxy-3,5-dimethoxy-benzoyl)-isoxazolidine

3-(4-ethoxycarbonyloxy-3,5-dimethoxy-benzoyl)-oxazolidine

2-chloro-10-(4-ethoxycarbonyloxy-3,5-dimethoxy-benzoyl)-10H-phenothiazine

3,5-dimethoxy-4-hydroxybenzoic acid [4-guanidino]-1-butyl ester hydrochloride

Refernces

• 1、 Chen, Guoguang,Ren, Lili,Wang, Jin,Wei, Jie,Zhou, Yaxin. "Leonurine hydrochloride-a new drug for the treatment of menopausal syndrome: Synthesis, estrogen-like effects and pharmacokinetics". . . Retrieved 2021/12/31.
• 2、 -. "Herba Leonuri (motherwort) a method of synthesis of alkali (by machine translation)". Paragraph 0050; 0051; 0052; 0053; 0054. . Retrieved 2016/10/10.