N-bromobutanimide → 2-Bromo-5-propylthiophene

Temperature

0 °C

Next, 10 g (0.079 mol, 1 eq) of the obtained 2-propylthiophene was introduced into a three-necked flask, and this was flushed with Ar. To this, 100 ml of THF was added, stirred, and cooled to 0° C. To this, 15.5 g (0.087 mol. 1 eq) of NBS was added directly. After that, the temperature was returned to the room temperature, and stirred for 12 hours. To this, 20 ml of 10% sodium carbonate aqueous solution was added, extracted with diethyl ether, water washed until pH is 7, and dehydrated with Na2SO4. After removing Na2SO4 by filtration, the solvent was removed. This was purified by silica gel chromatography, and specified substance of 2-bromo-5-propylthiophene (1 in the chemical reaction formula) was obtained. Yielding quantity was around 14 g, and yielding percentage was around 85%.

1. customthis was flushed with Ar
2. additionTo this, 100 ml of THF was added
3. customwas returned to the room temperature
4. stirringstirred for 12 hours
5. extractionextracted with diethyl ether, water
6. washwashed until pH is 7
7. customAfter removing Na2SO4
8. filtrationby filtration
9. customthe solvent was removed
10. customThis was purified by silica gel chromatography, and specified substance of 2-bromo-5-propylthiophene (1 in the chemical reaction formula)
11. customwas obtained
12. customYielding quantity
13. customyielding percentage

ORD record

ord-c9c8898bac7941f5b9d8134ead94fca8

Source dataset

uspto-grants-2008_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07405003B2