Potassium Iodide → HCID 86742794, compound

HRID 1193697Notes

Reaction equation

HRID 1193697 reaction equation
COC(=O)[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][CH2:13]Cl)=[C:6]([O:15][CH3:16])[CH:5]=1.[F:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]([C:33]2[CH:38]=[CH:37][C:36]([F:39])=[CH:35][CH:34]=2)([CH:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)[OH:26])=[CH:21][CH:20]=1.[C:40](=[O:43])([O-])[O-:41].[Na+].[Na+].[I-].[K+].[CH3:48]N(C)C=O>[I-].[K+].C(O)CCC>[CH3:48][O:41][C:40](=[O:43])[C:8]1[CH:9]=[CH:4][CH:5]=[C:6]([O:15][CH3:16])[C:7]=1[O:10][CH2:11][CH2:12][CH2:13][N:30]1[CH2:29][CH2:28][CH:27]([C:25]([C:33]2[CH:34]=[CH:35][C:36]([F:39])=[CH:37][CH:38]=2)([C:22]2[CH:23]=[CH:24][C:19]([F:18])=[CH:20][CH:21]=2)[OH:26])[CH2:32][CH2:31]1

Participants

8

Reactant 5

HCID 4875Potassium IodideHCID 6228DimethylformamideHCID 10340Sodium CarbonateHCID 11208889Bis(4-fluorophenyl)(piperidin-4-yl)methanolHCID 14407173Methyl 4-(3-chloropropoxy)-3-methoxybenzoate

Product 1

HCID 86742794HCID 86742794, compoundYield 53%

Reagents, catalysts & solvents 2

HCID 4875Potassium IodideCatalystHCID 2631-ButanolSolvent

Procedure

Following the procedure of Example 1 and utilizing potassium iodide catalyst and substituting dimethylformamide for butanol, a mixture of 5.4 g (0.021 mole) of 4-(3-chloropropoxy)-3-methoxybenzoic acid methyl ester, 6.0 g (0.02 mole) of [α,α-bis(p-fluorophenyl)]-4-piperidinemethanol, 7.4 g (0.07 mole) of anhydrous sodium carbonate and 0.3 g of potassium iodide in 150 ml of dimethylformamide was reacted to give 5.7 g (53%) of white solid, m.p. 131°-132.5° C. after recrystallization from isopropyl alcohol.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-306e23c9871c48aba0a4c167c4ff20cb
Source dataset
uspto-grants-1989_03
Patent number
US04810713

Reaction notes

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