Reaction #1267994

Reaction equation

XI

t-Butyl [2-(4-formyl-benzoylamino)-phenyl]-carbamate

4′-morpholino acetophenone

acetophenone

NaOH

→

title compound

Yield 90.0%

t-Butyl (2-{4-[3-(4-morpholin-4-yl-phenyl)-3-oxo-propenyl]-benzoylamino}-phenyl)-carbamate

Yield 90.0%

Solvents

MeOH

Conditions

Workup

1. 1
   Filtrationthe reaction mixture was filtered off
2. 2
   Washrinsed with MeOH
3. 3
   Otherair-dried
4. 4
   Otherdried under vacuum

Procedure

To a stirred solution at room temperature of XI (210 mg, 0.62 mmol), 4′-morpholino acetophenone (227 mg, 1.11 mmol) or acetophenone derivative (1.5–2.0 equiv.) in MeOH (10 ml) was added a solution of NaOH (1.9 ml, 1N in H2O). A precipitate appeared. After 3 days, the reaction mixture was filtered off, rinsed with MeOH, air-dried and dried under vacuum to afford the title compound XXVf (295 mg, 0.56 mmol, 90% yield) as a yellow solid.

Source