Water → HCID 19004316, compound

20 g of 2-naphthalene thiol was dissolved in 100 ml of acetone, and 13.39 g of 4-chloro-1-butanol and 25.04 g of triethylamine were added dropwise. The mixture was reacted for 12 hours at room temperature while stirring and poured into 100 ml of water. The reaction mixture was extracted three times with 50 ml of ethyl acetate. The resulting organic layer was washed three times with 50 ml of 10 wt % sodium carbonate aqueous solution and three times with 50 ml of 5 wt % oxalic-acid aqueous solution. The separated water layer was repeatedly washed with distilled water until pH 7. The organic layer was dried using 3 g of magnesium sulfate. After removing magnesium sulfate by filtration, the solvent was evaporated using a rotary evaporator to obtain 20.2 g of 4-(naphthalen-2-ylsulfanyl)butan-1-ol as a highly viscous oily liquid.

1. customThe mixture was reacted for 12 hours at room temperature
2. extractionThe reaction mixture was extracted three times with 50 ml of ethyl acetate
3. washThe resulting organic layer was washed three times with 50 ml of 10 wt % sodium carbonate aqueous solution and three times with 50 ml of 5 wt % oxalic-acid aqueous solution
4. washThe separated water layer was repeatedly washed with distilled water until pH 7
5. customThe organic layer was dried
6. customAfter removing magnesium sulfate
7. filtrationby filtration
8. customthe solvent was evaporated
9. customa rotary evaporator

ORD record

ord-1dfe07d588fc4d85836b2d3aa5c1ad68

Source dataset

uspto-grants-2008_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07371503B2