Oxalic Acid → HCID 9844758, compound

HRID 1007880Notes

Reaction equation

HRID 1007880 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]2[CH:6]=[C:7]([CH2:10][CH2:11][O:12][CH2:13][CH2:14][N:15]([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH3:16])[CH:8]=[CH:9][C:2]1=2.[C:24]([OH:29])(=[O:28])[C:25]([OH:27])=[O:26]>C(OCC)(=O)C>[C:24]([OH:29])(=[O:28])[C:25]([OH:27])=[O:26].[S:1]1[CH:5]=[CH:4][C:3]2[CH:6]=[C:7]([CH2:10][CH2:11][O:12][CH2:13][CH2:14][N:15]([CH2:17][C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH3:16])[CH:8]=[CH:9][C:2]1=2

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 9844759HCID 9844759, compound

Product 1

HCID 9844758HCID 9844758, compoundYield 76.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

In 20 mL of ethyl acetate is dissolved 2.03 g of N-[2-(2-benzo[b]thiophen-5-ylethoxy)ethyl]-N-benzyl-N-methylamine. After adding 10 mL of a solution of 0.65 g of oxalic acid in ethyl acetate to the solution 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 1.98 g of N-[2-(2-benzo[b]thiophen-5-ylethoxy)ethyl]-N-benzyl-N-methylamine oxalate.

Workup

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

Sources & evidence

ORD record
ord-889ff6fa40c34bb29fe27d4a7857d48c
Source dataset
uspto-grants-2004_09
Patent number
US06797726B1

Reaction notes

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