Water → 2-Bromo-3-Dodecylthiophene

Temperatur

0 °C

To a solution of 3-dodecylthiophene (5.00 g, 19.8 mmol) in CHCl3/HOAc (1:1) (Vt=20.0 mL) at 0° C. was added NBS (3.52 g, 19.8 mmol) in portions over a period of 45 minutes. The reaction mixture was stirred for 1 hour at 0° C., and overnight at room temperature. The reaction mixture was poured into water (50.0 mL) and extracted with chloroform (3×50.0 mL). The combined organic phases were washed with water (50.0 mL), NaOH solution, and dried over MgSO4. After filtration through Celite, the chloroform was removed in vacuo, and the product was obtained as a colorless oil (6.05 g, 93% yield). 1H NMR (CDCl3): δ 0.84-1.54 (m, 23H), 2.53 (t, 2H), 6.76 (d, 1H, J=4.5 Hz), 7.15 (d, 1H, J=4.5 Hz).

1. customovernight
2. customat room temperature
3. extractionextracted with chloroform (3×50.0 mL)
4. washThe combined organic phases were washed with water (50.0 mL), NaOH solution
5. dry with materialdried over MgSO4
6. filtrationAfter filtration through Celite
7. customthe chloroform was removed in vacuo

ORD-Eintrag

ord-6d3c89aacc1f4779a4442cca3a441343

Quelldatensatz

uspto-grants-2013_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

USRE044304E1