Propyl mercaptan → HCID 64294098, compound

A solution of propanethiol (0.609 ml, 6.72 mmol) in anhydrous THF (10 ml) was cooled to −10° C. in a nitrogen atmosphere. 2 M nBuLi (4.03 ml, 8.07 mmol) was added dropwise and the mixture was then stirred for 10 minutes. A solution of ethyl 6-bromohexanoate in anhydrous THF (5 ml) was then added and the mixture was stirred for 40 minutes. The reaction mixture was quenched by adding water and then extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried over sodium sulfate. The organic layer was concentrated under reduced pressure, and the resulting residue was then purified by silica gel column chromatography (hexane:ethyl acetate=15:1) to give ethyl 6-(propylthio)hexanoate as a colorless oily substance (1.46 g, 100%).

1. stirringthe mixture was stirred for 40 minutes
2. customThe reaction mixture was quenched
3. additionby adding water
4. extractionextracted with ethyl acetate
5. washThe organic layer was washed with water and saturated brine
6. dry with materialdried over sodium sulfate
7. concentrationThe organic layer was concentrated under reduced pressure
8. customthe resulting residue was then purified by silica gel column chromatography (hexane:ethyl acetate=15:1)

ORD record

ord-971fbcaf61994d1b899aee6677f84660

Source dataset

uspto-grants-2015_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09169254B2