Oxalic Acid → HCID 22666566, compound

HRID 1007896Notes

Reaction equation

HRID 1007896 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][CH2:15][N:16]([CH3:20])[CH2:17][CH2:18][OH:19])[CH:8]=[CH:9][C:2]1=2.[C:21]([OH:26])(=[O:25])[C:22]([OH:24])=[O:23]>C(OCC)(=O)C.C(OC(C)C)(C)C>[C:21]([OH:26])(=[O:25])[C:22]([OH:24])=[O:23].[S:1]1[CH:5]=[CH:4][C:3]2[CH:6]=[C:7]([CH2:10][CH2:11][O:12][CH2:13][CH2:14][CH2:15][N:16]([CH3:20])[CH2:17][CH2:18][OH:19])[CH:8]=[CH:9][C:2]1=2

Participants

5

Reactant 2

HCID 971Oxalic AcidHCID 10462425HCID 10462425, compound

Product 1

HCID 22666566HCID 22666566, compoundYield 77%

Reagents, catalysts & solvents 2

HCID 7914Diisopropyl EtherSolventHCID 8857Ethyl AcetateSolvent2×

Procedure

In 2 mL of ethyl acetate is dissolved 0.59 g of 2-{[3-(2-benzo[b]thiophen-5-ylethoxy)propyl]-(methyl)amino]-1-ethanol, to which is added 2 ml of a solution of 0.18 g of oxalic acid in ethyl acetate. The resulting mixture is stirred at ambient temperature for 2 hours. The reaction mixture is diluted with 5 mL of diisopropyl ether. The deposited crystal is collected by filtration, washed with ethyl acetate and dried to obtain 0.59 g of 2-{[3-(2-benzo[b]thiophen-5-ylethoxy)propyl]-(methyl)amino}-1-ethanol oxalate.

Workup

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

Sources & evidence

ORD record
ord-9bbf8076cce34b639d134db9ec62de33
Source dataset
uspto-grants-2004_09
Patent number
US06797726B1

Reaction notes

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