ETHYL 4-TERT-BUTYLBENZOYLFORMATE synthesis
- Product Name:ETHYL 4-TERT-BUTYLBENZOYLFORMATE
- CAS Number:80120-36-1
- Molecular formula:C14H18O3
- Molecular Weight:234.29
29786-93-4
0 suppliers
inquiry
3972-65-4
321 suppliers
$8.00/10g
95-92-1
406 suppliers
$5.00/5G
80120-36-1
44 suppliers
$68.00/5g
Yield:80120-36-1 29%
Reaction Conditions:
Stage #1: n-butyllithium;1-bromo-4-tert-butylbenzene in tetrahydrofuran;hexanes at -78; for 1 h;
Stage #2: oxalic acid diethyl ester in tetrahydrofuran;hexanes at -78; for 1 h;
Steps:
26.a
To a solution of 4-bmmo-tert- butylbenzene (0.70 mL, 5.0 mmol) in THF (20 mL) was dropwise added n-BuLi (2.87 M solution in Hexanes, 1.74 mL, 5.0 mmol) at -78° C under a nitrogen atmosphere. After stirring for 1 h diethyl oxylate (0.68 mL, 5.0 mmol) was added. The reaction stirred for 1 h at -78° C and then 1 N HCl was added. The solution was diluted with H2O and EtOAc and the layers separated. The aqueous phase was backextracted with EtOAc several times. The combined organic layers were washed with Brine, dried (MgSO4), filtered and concentrated. The product was purified by column chromatography (SiO2, 5-10% EtOAc/Hexanes) to give the title compound (334 mg, 29%). IH NMR (400 MHz, CHLOROFORM- d) δ ppm 7.97 (dt, J=8.65, 2.12 Hz, 2 H) 7.55 (dt, J=8.84, 2.02 Hz, 2 H) 4.47 (q, J=7.07 Hz, 2 H) 1.45 (t, J=7.20 Hz, 3 H) 1.37 (s, 9 H).
References:
WO2008/89052,2008,A2 Location in patent:Page/Page column 42
63488-10-8
71 suppliers
$152.00/50mL
95-92-1
406 suppliers
$5.00/5G
80120-36-1
44 suppliers
$68.00/5g
14062-22-7
7 suppliers
inquiry
80120-36-1
44 suppliers
$68.00/5g