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ChemicalBook CAS DataBase List Carbonochloridic acid, 1,1-diMethylethyl ester
24608-52-4

Carbonochloridic acid, 1,1-diMethylethyl ester synthesis

7synthesis methods
T-Butyl Chloroformate should be prepared from t-butanol or potassium t-butoxide and phosgene shortly before use.
-

Yield:-

Reaction Conditions:

with triethylamine in dichloromethane at 0; for 0.5 h;

Steps:

3.1.5. Synthesis of Phenyl (3-benzyl-5-hydroxyphenyl)carbamate (3a)
General procedure: To a solution of phenol (112 mg, 1.2 mmol), triphosgene (178 mg, 0.6 mmol) in CH2Cl2 (10 mL) was added dropwise triethylamine (121 mg, 1.2 mmol) at 0°C. The reaction mixture was stirred for 0.5 h and then 3-amino-5-benzylphenol 8 (119 mg, 0.6 mmol) was added. The mixture was stirred at room temperature for 5 h. After the reaction was quenched with water (30 mL), the mixture was extracted with EtOAc (10 mL×3). The combined organic layer was dried over anhydrous Na2SO4, ltered and concentrated in vacuo. The residue was puried by column chromatography (petroleum ether/EtOAc = 4:1) to afford 3a as a white solid (61 mg, 32% yield).

References:

Cheng, Ya-Juan;Liu, Zhi-Yong;Liang, Hua-Ju;Fang, Cui-Ting;Zhang, Niu-Niu;Zhang, Tian-Yu;Yan, Ming [Molecules,2019,vol. 24,# 10,art. no. 2021]

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