Oxalic Acid → N,N-diethyl-N-{2-[2-(1-naphthyl)ethoxy]ethyl}-amine oxalate

HRID 1007891Notes

Reaction equation

HRID 1007891 reaction equation
[CH2:1]([N:3]([CH2:19][CH3:20])[CH2:4][CH2:5][O:6][CH2:7][CH2:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[CH:11][CH:10]=1)[CH3:2].[C:21]([OH:26])(=[O:25])[C:22]([OH:24])=[O:23]>C(OCC)(=O)C>[C:21]([OH:26])(=[O:25])[C:22]([OH:24])=[O:23].[CH2:19]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][O:6][CH2:7][CH2:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[CH:11][CH:10]=1)[CH3:20]

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 22666300N,N-diethyl-N-{2-[2-(1-naphthyl)ethoxy]ethyl}-amine

Product 1

HCID 22666441N,N-diethyl-N-{2-[2-(1-naphthyl)ethoxy]ethyl}-amine oxalateYield 71.9%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

In 2.5 mL of ethyl acetate is dissolved 1.06 g of N,N-diethyl-N-{2-[2-(1-naphthyl)ethoxy]ethyl}-amine, to which is added 3.0 mL of a solution of 0.35 g of oxalic acid in ethyl acetate. The resulting mixture is stirred at ambient temperature for 2 hours. The deposited crystal is collected by filtration, washed with ethyl acetate and dried to obtain 1.01 g of N,N-diethyl-N-{2-[2-(1-naphthyl)ethoxy]ethyl}-amine oxalate.

Workup

  1. filtrationThe deposited crystal is collected by filtration
  2. washwashed with ethyl acetate
  3. customdried

Sources & evidence

ORD record
ord-1cd66d715f994dbcb36397e0de9dacc6
Source dataset
uspto-grants-2004_09
Patent number
US06797726B1

Reaction notes

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