3-(4-BroMophenyl)oxetan-3-ol synthesis
- Product Name:3-(4-BroMophenyl)oxetan-3-ol
- CAS Number:1093878-32-0
- Molecular formula:C9H9BrO2
- Molecular Weight:229.07
6704-31-0
311 suppliers
$6.00/1g
589-87-7
523 suppliers
$10.00/1g
1093878-32-0
55 suppliers
$65.00/10mg
Yield: 80%
Reaction Conditions:
with n-butyllithium in tetrahydrofuran;hexane at -78 - 20; for 3.75 h;
Steps:
143.1; 174
To a solution of 4-bromophenyl iodide (2.4 g, 8.5 mmol) and 3-oxetanone (220 μ^, 3.8 mmol) in THF (50 mL) was added at -78 °C n-BuLi (1.5 mL, 3.8 mmol, 2.5 M solution in hexanes) dropwise over a period of 15 min. The resulting solution was allowed to warm slowly to RT of 3.5 hrs. The crude reaction mixture was then re-cooled to -78 °C and carefully quenched with MeOH. The volatiles were then removed in vacuo and the resulting residue was partitioned between ether and 10% aq. HC1. The organic extract was then separated, washed further with water, 1 N aq. NaOH, water and brine, dried over Na2SO i, filtered and the filtrate concentrated in vacuo. The crude product thus obtained can then be recrystallized from ether and hexanes to furnish 3-(4-bromophenyl)oxetan-3-ol as a white solid (730 mg, 80% yield).
References:
INCEPTION 2, INC.;STOCK, Nicholas, Simon;CHEN, Austin, Chih-Yu;BRAVO, Yalda, Mostofi;JACINTHO, Jason, Duarte;SCOTT, Jill, Melissa;STEARNS, Brian, Andrew;CLARK, Ryan, Christopher;TRUONG, Yen, Pham WO2013/134562, 2013, A1 Location in patent:Paragraph 00333; 00379
6704-31-0
311 suppliers
$6.00/1g
106-37-6
479 suppliers
$9.00/5g
1093878-32-0
55 suppliers
$65.00/10mg