Propylbenzene → 1-bromo-2-propylbenzene

Into a 250-mL round-bottom flask was placed propylbenzene (20 g, 166.40 mmol, 1.00 equiv) and Fe (10 g, 178.57 mmol, 1.07 equiv). This was followed by the addition of Br2 (26.6 g, 166.45 mmol, 1.00 equiv) dropwise with stirring. The resulting solution was stirred overnight at room temperature. The reaction was then quenched by the addition of 100 mL of NaHSO3 (aq.). The mixture was extracted with 3×100 mL of ethyl acetate and the organic layers combined and dried over anhydrous sodium sulfate and concentrated under vacuum. Purification afforded 29.4 g (crude) of 1-bromo-2-propylbenzene as a yellow oil.

1. customInto a 250-mL round-bottom flask was placed
2. stirringThe resulting solution was stirred overnight at room temperature
3. customThe reaction was then quenched by the addition of 100 mL of NaHSO3 (aq.)
4. extractionThe mixture was extracted with 3×100 mL of ethyl acetate
5. dry with materialdried over anhydrous sodium sulfate
6. concentrationconcentrated under vacuum
7. customPurification

ORD record

ord-f735d11c71204fa2972fcf29d38bb6e3

Source dataset

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08969557B2