Oxalic Acid → HCID 23036457, compound

HRID 1709927Notes

Reaction equation

HRID 1709927 reaction equation
[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].C1(C(C2C=CC=CC=2)=C2CCN(CCCOC3C=CC=CC=3)CC2)C=CC=CC=1.[F:36][C:37]1[CH:42]=[CH:41][C:40]([C:43]([C:51]2[CH:56]=[CH:55][C:54]([F:57])=[CH:53][CH:52]=2)([CH:45]2[CH2:50][CH2:49][NH:48][CH2:47][CH2:46]2)[OH:44])=[CH:39][CH:38]=1.Cl[CH2:59][CH2:60][CH2:61][O:62][C:63]1[CH:68]=[CH:67][C:66]([CH2:69][CH3:70])=[CH:65][CH:64]=1.C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+].C(O)(=O)C(O)=O>C(O)CCC>[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[CH2:69]([C:66]1[CH:67]=[CH:68][C:63]([O:62][CH2:61][CH2:60][CH2:59][N:48]2[CH2:47][CH2:46][CH:45]([C:43]([C:51]3[CH:52]=[CH:53][C:54]([F:57])=[CH:55][CH:56]=3)([C:40]3[CH:41]=[CH:42][C:37]([F:36])=[CH:38][CH:39]=3)[OH:44])[CH2:50][CH2:49]2)=[CH:64][CH:65]=1)[CH3:70]

Participants

8

Reactant 6

HCID 971Oxalic AcidHCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 11208889Bis(4-fluorophenyl)(piperidin-4-yl)methanolHCID 230363354-(Diphenylmethylene)-1-(3-phenoxypropyl)piperidine oxalateHCID 23036414HCID 23036414, compound

Product 1

HCID 23036457HCID 23036457, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

This compound was prepared according to the procedure used to synthesize the compound of Example 1. A mixture of 3.0 g (0.01 mole) of [α,α-bis(4-fluorophenyl)]-4-piperidinemethanol, 2.0 g (0.01 mole) of 1-chloro-3-(4-ethylphenoxy)propane, 3.7 g (0.035 mole) of anhydrous sodium carbonate and 0.4 g of potassium iodide in 100 ml of 1-butanol gave a solid as residue. This solid was converted to the oxalic acid salt and the salt was recrystallized from 2-propanol to yield 3.0 g (54%) of the title compound as a white solid, mp 132°-135° C.

Workup

  1. customThis compound was prepared
  2. customgave a solid as residue
  3. customthe salt was recrystallized from 2-propanol

Sources & evidence

ORD record
ord-a7fc27b002c142b8b559265cde5ffbf7
Source dataset
uspto-grants-1990_08
Patent number
US04950674

Reaction notes

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