Hydrochloric Acid → HCID 14698756, compound

HRID 476936Notes

Reaction equation

HRID 476936 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.[Cl:23][CH2:24][CH2:25][CH:26]1[O:30][C:29](=[O:31])[N:28]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH2:27]1.C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+].Cl>C(O)CCC>[ClH:23].[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]([CH2:24][CH2:25][CH:26]3[O:30][C:29](=[O:31])[N:28]([C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=4)[CH2:27]3)[CH2:14][CH2:15]2)=[CH:4][CH:3]=1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 11208889Bis(4-fluorophenyl)(piperidin-4-yl)methanolHCID 19911470HCID 19911470, compound

Product 1

HCID 14698756HCID 14698756, compoundYield 79.4%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

This compound was prepared according to the procedure of Example 1. A mixture of 4.6 g (0.015 mole) of α,α-bis-(p-fluorophenyl)-4-piperidinemethanol, 3.4 g (0.015 mole) of 5-(2-chloroethyl)-3-phenyl-2oxazolidinone, 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 gum as residue. The gum was converted to the hydrochloride and the solid was recrystallized from absolute ethanol to yield 6.3 g (30%) of white solid, m.p. 148°-156° C., with decomposition.

Workup

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

Sources & evidence

ORD record
ord-33270663ba674b618e342a6589a814fb
Source dataset
uspto-grants-1989_12
Patent number
US04886794

Reaction notes

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