Triethylamine → 2-Methanesulfonyloxyethyl disulfide

10 g of 2,2′-dithiodiethanol and 14.44 g of triethylamine (TEA) are diluted in 100 ml of ethyl acetate (EtOAc). At 0° C., 16.35 g of methanesulphonyl chloride diluted in 35 ml of EtOAc are added dropwise to the reaction medium with rapid stirring. 7.22 g of TEA are introduced, and the stirring is continued at ambient temperature for 4 h 30. 8.2 g of methanesulphonyl chloride are added dropwise at 15° C., and then the stirring is maintained at ambient temperature for 17 h. The precipitate is filtered off and washed with 3 times 50 ml of EtOAc. The organic phases are extracted with 100 ml of ice-cold water, 100 ml of water, 3 times 50 ml of a saturated solution of sodium bicarbonate (NaHCO3), with twice 20 ml of a saturated solution of sodium chloride (NaCl), and are then dried over anhydrous sodium sulphate (Na2SO4). The EtOAc is evaporated off, and 17.49 g of pale yellow translucent oil are recovered and stored at −25° C. The analyses indicate that the product is in conformity and pure.

1. additionare added dropwise to the reaction medium with rapid stirring
2. filtrationThe precipitate is filtered off
3. washwashed with 3 times 50 ml of EtOAc
4. extractionThe organic phases are extracted with 100 ml of ice-cold water, 100 ml of water, 3 times 50 ml of a saturated solution of sodium bicarbonate (NaHCO3), with twice 20 ml of a saturated solution of sodium chloride (NaCl)
5. dry with materialare then dried over anhydrous sodium sulphate (Na2SO4)
6. customThe EtOAc is evaporated off
7. custom17.49 g of pale yellow translucent oil are recovered
8. customstored at −25° C

ORDレコード

ord-9361dbf2f60f4934aa8e2d8108960105

出典データセット

uspto-grants-2011_12

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08070830B2