Multi-step reaction with 7 steps
1: 1) LiH / 1) DMF, 0 deg C, 30 min., 2) r.t., 5 h
2: 1) NaOH, 2) Na2CO3 / 1) H2O, reflux, 1 h, 2) EtOH, reflux, 13.5 h
3: 1) 70 deg C, 2 h, 2) reflux, 45 min.
4: 84.6 percent / Na2CO3*H2O / methanol / 0.08 h / Heating
5: 99 percent / 2,4,6-collidine / CH2Cl2 / 0.25 h / -78 °C
6: 76.2 percent / ZnCl2, tri(2-furyl)phosphine / Pd2dba3 / various solvent(s) / 24 h / 55 °C
7: 1) trifluoroacetic anhydride (TFAA), 2) CF3COOH / 1) CH2Cl2, r.t., 10 min., 2) r.t., 36 h
With
2,4,6-trimethyl-pyridine; sodium hydroxide; trifuran-2-yl-phosphane; lithium hydride; sodium carbonate; trifluoroacetic acid; trifluoroacetic anhydride; zinc(II) chloride;
tris-(dibenzylideneacetone)dipalladium(0);
In
methanol; dichloromethane;
DOI:10.1021/jo00054a024