Oxalic Acid → HCID 19836730, compound

HRID 476942Notes

Reaction equation

HRID 476942 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)([CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[OH:9])=[CH:4][CH:3]=1.ClCC[CH:26]1[CH2:30][O:29][C:28](=[O:31])[N:27]1[CH2:32][CH3:33].C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+].[C:42]([OH:47])(=[O:46])[C:43]([OH:45])=[O:44]>C(O)CCC>[OH2:9].[C:42]([OH:47])(=[O:46])[C:43]([OH:45])=[O:44].[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:16]2[CH:17]=[CH:18][C:19]([F:22])=[CH:20][CH:21]=2)([OH:9])[CH:10]2[CH2:11][CH2:12][N:13]([CH2:42][CH2:43][CH:30]3[O:29][C:28](=[O:31])[N:27]([CH2:32][CH3:33])[CH2:26]3)[CH2:14][CH2:15]2)=[CH:4][CH:3]=1

Participants

7

Reactant 5

HCID 971Oxalic AcidHCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 11208889Bis(4-fluorophenyl)(piperidin-4-yl)methanolHCID 86743566HCID 86743566, compound

Product 1

HCID 19836730HCID 19836730, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

This compound was prepared according to the procedure of Example 1. A mixture of 4.5 g (0.015 mole) of α,α-bis-(p-fluorophenyl)-4-piperidinemethanol, 2.7 g (0.015 mole) of 5-(2-chloroethyl-3-ethyl-2-oxazolidinone, 5.3 g (0.05 mole) of anhydrous sodium carbonate and 0.4 g of potassium iodide in 100 ml of 1-butanol gave a glass as residue. The glass was converted to the oxalic acid salt and the solid was recrystallized from absolute ethanol to yield 5.1 g (64%) of white solid, m.p. 130°-132° C.

Workup

  1. customThis compound was prepared
  2. customgave a glass as residue
  3. customthe solid was recrystallized from absolute ethanol

Sources & evidence

ORD record
ord-0793049b85744c02a25bdecd034ef6cc
Source dataset
uspto-grants-1989_12
Patent number
US04886794

Reaction notes

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