* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
A solution of <strong>[588703-29-1]methyl 1-benzofuran-6-carboxylate</strong> (J. Med. Chem. 1995, 38, 3094; 142 mg, 0.8 mmol) in THF (5 ml) was added dropwise to a stirred suspension of lithium aluminum hydride (92 mg, 2.4 mmol) in THF (2 mL) at -10 C. The mixture was stirred at room temperature for 30 min, cooled to 0 C. and treated slowly with water (1 mL). The mix was brought to pH 1 with 2N HCl and extracted with ethyl acetate (3*). The combined extracts were washed with water, brine, dried (MgSO4) and concentrated to give the final productproduct.
With tributylphosphine; In toluene; at 0 - 20℃; for 18.0h;
1,1'-[(E)-diazene-1,2-diyldicarbonyl]diperidine, (304 mg, 1.2 mmol) was added to a stirred solution of <strong>[1056942-24-5]1-benzofuran-6-ylmethanol</strong> (119 mg, 0.8 mmol), tri-n-butylphosphine (0.3 mL, 1.2 mmol) and 3-(trifluoromethyl)phenol (0.1 mL, 0.8 mmol) in toluene (11 mL) at 0 C. The mix was stirred at room temp for 18 h, diluted with hexane (6 mL) and filtered. The filtrate was concentrated and the residue purified on a silica gel column eluding with a 1-4% EtOAc/hexane gradient to give the final productproduct as white solid.