3-(2-Bromoethyl)phenol → HCID 68872917, compound

3-(2-Bromoethyl)phenol (1.349 g, 6.709 mmol) in DCM (7 ml) was cooled under argon to −78° C. Under stirring, isobutene was bubbled into the mixture until more than 5 ml were added. Trifluoromethanesulphonic acid (50 μl) was dropped in. The mixture was stirred under argon at −78° C. for 4.5 hours. Triethylamine (120 μl) was added. The reaction mixture was allowed up to room temperature and then filtered. The filtrate was evaporated to dryness and petroleum ether (25 ml) was added into the residue. It was then filtered and evaporated. The obtained oil was solved in ethyl acetate, washed with water, dried (sodium sulphate) and evaporated. The residue was dissolved in CDCl3 and then evaporated. 1.223 g desired product was left, yield 71%.

1. customisobutene was bubbled into the mixture until more than 5 ml
2. additionwere added
3. additionTrifluoromethanesulphonic acid (50 μl) was dropped in
4. stirringThe mixture was stirred under argon at −78° C. for 4.5 hours
5. additionTriethylamine (120 μl) was added
6. customwas allowed up to room temperature
7. filtrationfiltered
8. customThe filtrate was evaporated to dryness and petroleum ether (25 ml)
9. additionwas added into the residue
10. filtrationIt was then filtered
11. customevaporated
12. washwashed with water
13. dry with materialdried (sodium sulphate)
14. customevaporated
15. dissolutionThe residue was dissolved in CDCl3
16. customevaporated
17. wait1.223 g desired product was left

ORD record

ord-dc53290d06f443b0b1787b9613f7fb1e

Source dataset

uspto-grants-2009_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07521461B2