Oxalic Acid → HCID 23036401, compound

HRID 1709925Notes

Reaction equation

HRID 1709925 reaction equation
C(O)(=O)C(O)=[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:64]=[C:65]([C:69](=[O:71])[CH3:70])[CH:66]=[CH:67][CH:68]=1.C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+].[C:80]([OH:85])(=[O:84])[C:81]([OH:83])=[O:82]>C(O)CCC>[OH2:3].[C:80]([OH:85])(=[O:84])[C:81]([OH:83])=[O:82].[F:36][C:37]1[CH:42]=[CH:41][C:40]([C:43]([C:51]2[CH:52]=[CH:53][C:54]([F:57])=[CH:55][CH:56]=2)([OH:44])[CH:45]2[CH2:46][CH2:47][N:48]([CH2:59][CH2:60][CH2:61][O:62][C:63]3[CH:64]=[C:65]([C:69](=[O:71])[CH3:70])[CH:66]=[CH:67][CH:68]=3)[CH2:49][CH2:50]2)=[CH:39][CH:38]=1

Participants

8

Reactant 6

HCID 971Oxalic AcidHCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 11208889Bis(4-fluorophenyl)(piperidin-4-yl)methanolHCID 143487521-[3-(3-Chloropropoxy)phenyl]ethanoneHCID 230363354-(Diphenylmethylene)-1-(3-phenoxypropyl)piperidine oxalate

Product 1

HCID 23036401HCID 23036401, compoundYield 75%

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, 2.1 g )0.01 mole) of 3'-(3-chloropropoxy)acetophenone, 13.7 g (0.035 mole) of anhydrous sodium carbonate and 0.4 g of potassium iodide in 100 ml of 1-butanol gave a gum as residue. The gum was converted to the oxalic acid salt and the solid was recrystallized from 2-propanol to yield 4.4 g (75%) of the title compound as a tan solid, mp 95°-100° C.

Workup

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

Sources & evidence

ORD record
ord-3659dda18ea445229d8c72231c80c233
Source dataset
uspto-grants-1990_08
Patent number
US04950674

Reaction notes

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