4-tert-Butylbenzyl bromide

colorless to light yellow liquid

Referential Example 19 comprising the steps of: S11. Add 1 lmol of 40percent hydrobromic acid to 300 ml of water to form a dilute acid solution; S12. 1000 ml of reaction flask was charged with 300 ml of dichloromethane and 1 mol of p-methyl-tert-butylbenzene, stirred at 30 ° C Adding to said dilute acid solution; S13. In the case of incandescent light, in the range of 0.5 to 1 hour, add 1 to 15 equivalents of sodium chlorite relative to HBr; S14. Under light conditions, the reaction was stirred at room temperature for 1-2 hours and then heated to reflux for 3-4 hours. The 4-tert-butylbenzyl bromide product obtained in the examples of the present invention had a yield of 89percent or more and a content of 97.8percent.General procedure: A CHCl3 solution of alkylbenzene (0.5 M) was placed in a syringe, and a CHCl3 solution of Br2 (0.6 M) was placed in another syringe wrapped with aluminium foil. The reaction streams were introduced to each of the inlets of the capillary microreactor through a 25 cm FEP tubing segment. The injection rates for toluene and Br2 varied but were equal for both solutions. Sunlight was focussed with a Fresnel lens, and solar tracking was conducted manually every 15 min. The results ofthe reaction were collected into a brown vial containing an aqueous solution of Na2S2O3. After extraction with additional CHCl3, the organic layer was analysed. The crude yield and selectivity were calculated through GC/MS or 1H NMR analysis. The mixtures were purified via column chromatography.50 grams (0.37 mol) of tert-butylbenzene, 12.3 grams (0.40 mol) of paraformaldehyde and 100 mL of acetic acid were mixed in a flask. 109.6 grams of hydrogen bromide (HBr) in 33percent (w/w) acetic acid solution was slowly added into the flask dropwise within 30 minutes and then heated to 120° C. and stirred for 7.5 hours. Samples were obtained and extracted with water and dichloromethane. Organic phase was obtained and subjected to thin-layer chromatography (TLC) for tracing reaction. Until reactants were consumed, 200 mL of water was added into the reaction mixture and then extracted with 200 mL dichloromethane for three times. Organic phases were collected, concentrated and distilled under a condition of a temperature of 165170° C. and a pressure of 4.85.5.x.10

Molecular Weight:227.14
XLogP3:4.2
Rotatable Bond Count:2
Exact Mass:226.03571
Monoisotopic Mass:226.03571
Heavy Atom Count:12
Complexity:126
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes