Multi-step reaction with 6 steps
1: 1.) EEDQ; 2.) triethylamine / 1.) EEDQ, methylene chloride, 5 min; 2.) triethylamine, methylene chloride, RT, 20 h
2: 98 percent / H2 / 10percent Pd on carbon / methanol / 4 h / atmospheric pressure
3: 1.) EEDQ; 2.) triethylamine / 1.) EEDQ, methylene chloride, RT, 5 min; 2.) triethylamine, RT, 20 h
4: 93 percent / H2 / 10percent Pd on carbon / methanol / 5 h / atmospheric pressure
5: 1.) EEDQ; 2.) triethylamine / 1.) EEDQ, methanol, 5 min; 2.) triethylamine, 44 h
6: 77 percent / formic acid / 0.42 h / 10 °C
With
formic acid; hydrogen; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine;
palladium on activated charcoal;
In
methanol;
DOI:10.1139/v88-425