Water → Tetrahydrothiophen-3-yl 4-methylbenzenesulfonate

Temperature

16 °C

To a chilled solution of 1.12 g (0.0098 mole) of tetrahydrothiophene-3-ol in 15 mL of pyridine was added 1.91 g (0.01 mole) of 4-methylphenylsulfonyl chloride, and the reaction mixture was stirred in the cold, about 16° C., for 1 hour then placed in a cold refrigerator for 16 hours. The reaction mixture was allowed to warm to room temperature and was stirred for 1 hour. An additional 0.3 g (0.0016 mole) of 4-methylphenylsulfonyl chloride was added, and the reaction mixture was stirred at room temperature for 64 hours. The reaction mixture was poured into water, and the whole was extracted with methylene chloride. The methylene chloride solution was dried and concentrated to give 1.28 g of product as an oil.

1. temperatureto warm to room temperature
2. stirringwas stirred for 1 hour
3. stirringthe reaction mixture was stirred at room temperature for 64 hours
4. extractionthe whole was extracted with methylene chloride
5. dry with materialThe methylene chloride solution was dried
6. concentrationconcentrated

ORD record

ord-7006f94433194e12989f10dee02a63fa

Source dataset

uspto-grants-1987_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04702763