1-bromo-2-cyclopropoxybenzene synthesis

Yield:38380-86-8 17%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 140; for 2 h;Microwave irradiation;Sealed tube;

Steps:

2.1 Step 1: 1-bromo-2-cyclopropoxybenzene

[0170] A mixture of 2-bromophenol (2.0 g, 11.6 mmol), bromocyclopropane (4.6 g, 38.1 mmol) and K2CO3 (5.2 g, 38.1 mmol) in dry DMF (10 mL) was sealed in a tube and heated by microwave at 140 °C for 2 hours. The reaction mixture was cooled to room temperature, diluted with water and extracted with diethyl ether (3 x 100 mL). The combined organic layer was washed with brine and concentrated in vacuo. The residue was purified by silica gel column (eluting with 0-10 percent EtOAc/hexanes) to afford the desired product as colorless oil (400 mg). Yield 17% 1H NMR (400 MHz, CDCL3) δ 7.52 (d, J = 7.2 Hz, 1H), 7.30-7.27 (m, 2H), 6.88-6.84 (m, 1H), 3.83-3.80 (m, 1H), 0.90-0.82 (m, 4H).

References:

EP3617206,2020,A1 Location in patent:Paragraph 0169-0170