Oxalic Acid → HCID 23036328, compound

HRID 1709915Notes

Reaction equation

HRID 1709915 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.[Cl:36][C:37]1[CH:42]=[CH:41][C:40]([C:43]([C:51]2[CH:56]=[CH:55][C:54]([Cl: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]([C:69](=[O:71])[CH3:70])=[CH:65][C:64]=1[O:72][CH3:73].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].[Cl:36][C:37]1[CH:42]=[CH:41][C:40]([C:43]([C:51]2[CH:52]=[CH:53][C:54]([Cl: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:68]=[CH:67][C:66]([C:69](=[O:71])[CH3:70])=[CH:65][C:64]=3[O:72][CH3:73])[CH2:49][CH2:50]2)=[CH:39][CH:38]=1

Participants

8

Reactant 6

HCID 971Oxalic AcidHCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 73142644-(3-Chloropropoxy)-3-methoxyacetophenoneHCID 14698743α,α-Bis(4-chlorophenyl)-4-piperidinemethanolHCID 230363354-(Diphenylmethylene)-1-(3-phenoxypropyl)piperidine oxalate

Product 1

HCID 23036328HCID 23036328, compoundYield 30%

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 2.5 g (0.0075 mole) of α,α-bis(4-chlorophenyl)-4-piperidinemethanol, 1.8 g (0.0075 mole) of 1-[4-(3-chloropropoxy)-3-methoxyphenyl]ethanone, 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 gummy solid as residue. This solid was converted to the oxalic acid salt and the solid was recrystallized from absolute ethanol to yield 1.4 g (30%) of title compound as a pale-yellow solid, mp 89°-113° C. with decomposition.

Workup

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

Sources & evidence

ORD record
ord-2af83620b99e4807b091a0f7a6101243
Source dataset
uspto-grants-1990_08
Patent number
US04950674

Reaction notes

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