ChemicalBook CAS DataBase List Chloroacetic anhydride

Chloroacetic anhydride synthesis

12synthesis methods

Product Name:Chloroacetic anhydride
CAS Number:541-88-8
Molecular formula:C4H4Cl2O3
Molecular Weight:170.97

chloroacetic anhydride Synthesis: Powdered s odium monochloroacetate(113.3g, 1.138 mol) was added slowly for a period of 15 min at room temperature (which slowly raises to 60°C) to a stirred solution of commercially available chloroaceyl chloride (127.5g, 1mol) in dry benzene (136mL) was refluxed for 9h. Salts were filtered off, the filtrate was cooled to room temperature, diluted with n-hexane and further cooled to 0°C. The solid separated was then filtered, washed with dry hexane and dried to yield chloroacetic anhydride as white crystalline compound in 60% yield (80g); mp=46-49°C [Lit. mp=46°C]. Alternatively, the benzene layer was directly subjected to high vacuum distillation.The product collected at 109-10°C at 10mm vacuum on cooling chloroacetic anhydride in lump form in 70 % yield (93g). It was observed that, the latter method gives anhydride in lump form while the former method gives in crystalline form.

3926-62-3 Synthesis

3926-62-3
301 suppliers
$16.69/250g

79-04-9 Synthesis

79-04-9
375 suppliers
$12.00/5g

541-88-8
162 suppliers
$10.00/5g

Yield:541-88-8 93%

Reaction Conditions:

in toluene at 40; for 3 h;Solvent;Temperature;

Steps:

4.1; 4.2 Example 4
Step one, preparation of chloroacetic anhydride solution: adding 1 equivalent of sodium chloroacetate to the reaction flask, and then adding aprotic solvent, the weight of the aprotic solvent is twice that of sodium chloroacetate, heating to 40 °C, stirring, slowly dropping Add 0.9 equivalent of chloroacetyl chloride, complete the dropwise addition for 2 hours, continue to stir at 40 °C for 1 hour, filter, filter cake washed with aprotic solvent, filter, and combine the filtrate to obtain a solution of chloroacetic anhydride with a purity of 95.2%. , the yield is 95.4%, wherein the aprotic solvent is toluene; Step 2: Purification of chloroacetic anhydride: Add the above chloroacetic anhydride solution to the reactor, add petroleum ether, cool to 35 °C, add 0.001 equivalent of chloroacetic anhydride solid as a crystal nucleus and continue to stir until the solid precipitates and cool down to 0. The mixture was stirred for 1 hour at °C, filtered, and the filter cake was washed with petroleum ether. The filter cake was dried at 25 °C to obtain a white crystalline solid product which was obtained as a chloroacetic acid anhydride with a yield of 93 % and a purity of 99.5 %.

References:

Shanghai Renshi Pharmaceutical Technology Co., Ltd.;Li Wenjie;Song Dong;Lin Changxue CN108191643, 2018, A Location in patent:Paragraph 0018-0031

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