Oxalic Acid → HCID 19840227, compound

HRID 1639104Notes

Reaction equation

HRID 1639104 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[O:19]([CH2:26][CH:27]([OH:31])[CH2:28][CH2:29]Cl)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C(=O)([O-])[O-].[Na+].[Na+].[C:38]([OH:43])(=[O:42])[C:39]([OH:41])=[O:40]>C(O)CCC>[C:38]([OH:43])(=[O:42])[C:39]([OH:41])=[O:40].[O:19]([CH2:26][CH:27]([OH:31])[CH2:28][CH2:29][N:16]1[CH2:17][CH2:18][N:13]([C:5]2[CH:4]=[C:3]([O:2][CH3:1])[C:8]([O:9][CH3:10])=[C:7]([O:11][CH3:12])[CH:6]=2)[CH2:14][CH2:15]1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

6

Reactant 4

HCID 971Oxalic AcidHCID 10340Sodium CarbonateHCID 38387651-(3,4,5-Trimethoxyphenyl)piperazineHCID 131203424-Chloro1-phenoxy-2-butanol

Product 1

HCID 19840227HCID 19840227, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

This compound was prepared according to the procedure of Example 6. A mixture of 2.5 g (0.01 mole) of 1-(3,4,5-trimethoxyphenyl)piperazine, 2.0 g (0.01 mole) of 1-phenoxy-4-chloro-2-butanol and 2.5 g (0.01 mole) of anhydrous sodium carbonate in 100 ml of 1-butanol gave a red-brown gum as residue. The gum was converted to the oxalic acid salt and the salt was recrystallized from absolute ethanol to give 3.2 g (58%) of tan powder, m.p. 154°-156° C.

Workup

  1. customThis compound was prepared
  2. customgave a red-brown gum as residue
  3. customthe salt was recrystallized from absolute ethanol

Sources & evidence

ORD record
ord-a631727be4744028b6d9c774319132df
Source dataset
uspto-grants-1989_11
Patent number
US04882330

Reaction notes

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