HCID 54218944, compound → HCID 54307848, compound

HRID 1903004Notes

Reaction equation

HRID 1903004 reaction equation
C([N:8]([CH:16]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])C1C=CC=CC=1>[Pd].C(O)C>[CH2:14]([O:13][C:11]([CH2:10][CH2:9][NH:8][CH:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:22]([O:24][CH2:25][CH3:26])=[O:23])=[O:12])[CH3:15]

Participants

4

Reactant 1

HCID 54218944HCID 54218944, compound

Product 1

HCID 54307848HCID 54307848, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

55 g. (0.15 moles) of diethyl N-benzyl-N-(2-ethoxycarbonylethyl)-amino-malonate prepared according to Example 1 (a) are dissolved in 400 ml. of ethanol and subjected to hydrogenation in the presence of 22 g. of palladium-on-charcoal. Hydrogenation is carried out at 40° to 50° C. for 3 hours and at room temperature for 5 to 6 hours. After filtering off the catalyst the solution is evaporated in vacuo. 37 g. (89%) of diethyl N-(2-ethoxycarbonylethyl)-amino-malonate are obtained. By crystallization from ethanol saturated with hydogen chloride gas upon addition of ether the corresponding hydrochloride is obtained. Yield. 38.3 g. (82%) of diethyl N-(2-ethoxycarbonylethyl)-amino-malonate hydrochloride, melting at 156° to 157° C. (Ethanol/ether).

Workup

  1. dissolutionare dissolved in 400 ml
  2. filtrationAfter filtering off the catalyst the solution
  3. customis evaporated in vacuo

Sources & evidence

ORD record
ord-a54923fcb74b430586a5444b000e3461
Source dataset
uspto-grants-1984_03
Patent number
US04435322

Reaction notes

Loading…