ChemicalBook CAS DataBase List 1,4-Butane sultone

1,4-Butane sultone synthesis

11synthesis methods

Product Name:1,4-Butane sultone
CAS Number:1633-83-6
Molecular formula:C4H8O3S
Molecular Weight:136.17

1,4-Butane sultone is used to synthesize a variety of infection-increasing materials, as well as Gemini surfactants, and can also be used in lithium ion secondary batteries. It is also an important pharmaceutical intermediate. The 4,4'-dichlorodibutyl ether (available from tetrahydrofuran treated with phosphorus oxychloride and strong sulfuric acid) interacts with sodium sulfite to generate the 4,4'-butanedisulfonic disodium salt. The disodium salt is transformed into the disulphonic acid by passing it via an acidic ion exchanger, which generates two molecules of 1,4-butanesultone at raised temperature and reduced pressure when water is removed.

6962-92-1
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$6.00/5g

1633-83-6
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$17.00/5g

Yield:1633-83-6 92%

Reaction Conditions:

Stage #1: 4-Chlorobutyl acetatewith sodium sulfite in water;Reflux;
Stage #2: with hydrogenchloride in methanol; for 4 h;Reflux;
Stage #3: at 110; under 20 Torr;Temperature;Pressure;Solvent;

Steps:

1-4 Example 2: Preparation of 1,4-butanesultone

A mixture of 4-chlorobutyl acetate (20g), sodium sulphite (25.5g) and water (86g) were refluxed for 4-6 hours. Water was removed using vacuum and subsequently methanol (64g) was added to the reaction mass. Anhydrous hydrochloric acid was passed for 4 hours at reflux temperature and stirred. The reaction mass was filtered and filtrate was concentrated using rotary evaporator to remove methanol to obtain crude mass. The crude mass was dehydrated under vacuum (20 torr) at 110°C in absence of solvent until complete conversion to 1,4-butane sultone takes place. Reaction mass was cooled to room temperature and dichloromethane and water were added. Organic and aqueous layers were separated and aqueous layer was washed with dichloromethane and separated. The combined organic layer was concentrated using rotary evaporator to give pure 1,4-butane sultone.Yield: 92 %Purity: 99.8%

References:

WO2021/33200,2021,A1 Location in patent:Page/Page column 7-9