ChemicalBook CAS DataBase List 2-(Chloromethyl)-2-methyloxirane

2-(Chloromethyl)-2-methyloxirane synthesis

4synthesis methods

Product Name:2-(Chloromethyl)-2-methyloxirane
CAS Number:598-09-4
Molecular formula:C4H7ClO
Molecular Weight:106.55

563-47-3
249 suppliers
$10.00/5g

598-09-4
161 suppliers
$10.00/1g

Yield:598-09-4 47%

Reaction Conditions:

with sodium hydroxide;N-Bromosuccinimide in water;

Steps:

2.A Synthesis of the tartrate salt of 1-(4-aminophenyl)-3-hydroxy-3-methylazetidine

Step A: preparation of 1-chloro-2,3-epoxy-2-methyl-propane 73.5 ml (0.75 mol) of methallyl chloride are added to 375 ml of water in a 1-liter reactor, followed by addition of 133.5 g (1 eq) of N-bromosuccinimide with vigorous stirring at room temperature. After leaving overnight, the mixture is cooled to 10° C. and aqueous 50% sodium hydroxide (0.75 mol) is added at a rate such that the temperature is maintained at between 20 and 25° C. After 2 hours without stirring, the lower organic phase is separated out and dried over sodium sulphate (10 g), and the organic phase is concentrated. 53.3 g (67%) of crude product are obtained. Separately, the aqueous phase is extracted with dichloromethane and the extracts are dried over sodium sulphate and concentrated. A further 23 g of crude product are obtained. The combined crude product is distilled (60° C./65 mb) to give finally 37.8 g of a colourless liquid, i.e. a yield of 47%.

References:

US2003/28976,2003,A1