Benzyl Bromide → HCID 15355060, compound

Temperature

-40 °C

Sodium hydride (0.41 g, 20 mmol) was added to a solution of 2-thiophene methanol (2.0 g, 18 mmol) in THF (20 ml) at -40° C. The reaction was stirred at -40° C. for 25 min., then neat benzylbromide (3.6 g, 20 mmol) was added by syringe. The solution was stirred at -40° C. for 0.5 hr, then at room temperature for 1 hr. The THF was evaporated off and the remaining residue was taken up in ether (~50 ml). The organic solution was washed with water (1×10 ml), brine (1×10 ml) and dried over MgSO4. Evaporation of solvents left an oil which was purified by column chromatography using 1% ether-hexanes to give 2.6 g of the thiophene as a pale yellow oil (78% yield).

1. stirringThe solution was stirred at -40° C. for 0.5 hr
2. waitat room temperature for 1 hr
3. customThe THF was evaporated off
4. washThe organic solution was washed with water (1×10 ml), brine (1×10 ml)
5. dry with materialdried over MgSO4
6. customEvaporation of solvents
7. waitleft an oil which
8. customwas purified by column chromatography

ORD record

ord-4abd7439be3144689d29f04ee79e1838

Source dataset

uspto-grants-1999_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05962490