ChemicalBook CAS DataBase List 1,4-Oxathiane

1,4-Oxathiane synthesis

12synthesis methods

Product Name:1,4-Oxathiane
CAS Number:15980-15-1
Molecular formula:C4H8OS
Molecular Weight:104.17

111-48-8
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$51.29/100g

15980-15-1
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$10.00/1g

Yield:15980-15-1 99%

Reaction Conditions:

with copper(ll) bromide at 175; for 4 h;Inert atmosphere;Sealed tube;

Steps:

General procedure for the synthesis of cyclicethers 1b-4b and 7b-9b.

General procedure: The reactions were carried out in a 12-mL glass ampule which was placed ina 17-mL stainless steel high-pressure microreactor.An ampule was charged under argon with 0.2-2 mmol(50-500 mg) of CuBr2 and 20 mmol of the corresponding diol (1.8 g of 1a, 1.24 g of 2a, 2.08 g of 3a, 2.36 gof 4a, 2.12 g of 5a, 3 g of 6a, 2.44 g of 7a, 2.36 g of8a in 1 mL of THF, or 2.64 g of 9a). The ampule was sealed and placed in the reactor, and the reactor was tightly closed and heated for 3-12 h at 175-190°Cwith continuous stirring. The reactor was cooled to~20°C, the ampule was opened, the mixture was neutralized with 10% aqueous sodium carbonate, andthe organic phase was extracted with methylene chloride. The extract was filtered, the solvent was distilled off, and the residue was distilled underatmospheric or reduced pressure. For identification,samples of 1b-4b and 7b-9b obtained in 3-6 runs were combined.

References:

Bayguzina;Gimaletdinova;Khusnutdinov [Russian Journal of Organic Chemistry,2017,vol. 53,# 12,p. 1840 - 1843][Zh. Org. Khim.,2017,vol. 53,# 12,p. 1804 - 1807,4]

505-60-2 Synthesis