Cyclopropylamine → HCID 67931494, compound

HRID 1763158Notes

Reaction equation

HRID 1763158 reaction equation
[CH3:1][O:2][C:3]([CH2:5][C:6]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=O)=[O:4].[CH:13]1([NH2:16])[CH2:15][CH2:14]1>CCOCC>[CH:13]1([NH:16][C:6]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:5][C:3]([O:2][CH3:1])=[O:4])[CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 74591Dimethyl 3-oxoglutarate

Product 1

HCID 67931494HCID 67931494, compoundYield 83.5%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

This compound was prepared as described in Step A of Example 94: 190.6 g (1.09 mol) of dimethyl acetonedicarboxylate and 75 g (1.3 mol) of cyclopropylamine in 200 ml of ether was reacted affording 194 g of clear oil. Trituration with petroleum ether gave 171.5 g (74%) of the enamine diester as a white solid: mp 64°-70° C. Crystallization from cyclohexane afforded an analytical sample; mp 73°-75° C.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-2e99187b941346138b406e50b5088cf4
Source dataset
uspto-grants-1989_05
Patent number
US04835279

Reaction notes

Loading…