Benzyl Alcohol → Benzyl 4-mercaptobutyrate

Temperatur

0 °C

Sodium hydride (60% in oil dispersion, 1.22 g, 50.9 mmol) was washed with dry tetrahydrofuran (20 ml×3) under nitrogen atomosphere. Freshly distilled tetrahydrofuran (50 ml) was added and the mixture was cooled to 0° C. with an ice bath. To this mixture was added portionwise solution of benzyl alcohol (5 g, 46.2 mmol) in dry tetrahydrofuran (10 ml) and the mixture was stirred for 1 hour at said temperature. To the resulting mixture was added γ-thiobutyrolactone (5.2 g, 50.9 mmol) slowly and the resulting mixture was warmed to room temperature. After stirring for 1 hour, H2O (30 ml) was added carefully and tetrahydrofuran was removed under reduced pressure. The residue was extracted three times with AcOEt. The organic layers were combined, washed with brine, and dried over magnesium sulfate. The solvent was evaporated to give 9.96 g of benzyl 4-mercaptobutyrate as a colorless oil which was taken to the next step without further purification.

1. temperaturethe resulting mixture was warmed to room temperature
2. stirringAfter stirring for 1 hour
3. customtetrahydrofuran was removed under reduced pressure
4. extractionThe residue was extracted three times with AcOEt
5. washwashed with brine
6. dry with materialdried over magnesium sulfate
7. customThe solvent was evaporated

ORD-Eintrag

ord-ec780771bf154a0f84ac4709a5e2086b

Quelldatensatz

uspto-grants-2001_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06333324B1