HCID 20283047, compound → HCID 20283051, compound

HRID 463313Notes

Reaction equation

HRID 463313 reaction equation
[ClH:1].[CH2:2]([N:9]([CH2:12][CH2:13][CH2:14][C:15]1([C:20]2[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=2)[O:19][CH2:18][CH2:17][O:16]1)CC)[C:3]1C=CC=CC=1.Cl.CO.[H][H]>[Pd].CO>[ClH:1].[CH2:2]([NH:9][CH2:12][CH2:13][CH2:14][C:15]1([C:20]2[CH:21]=[CH:22][C:23]([F:26])=[CH:24][CH:25]=2)[O:16][CH2:17][CH2:18][O:19]1)[CH3:3]

Participants

6

Reactant 3

HCID 20283047HCID 20283047, compoundHCID 21893726Hydrochloride methanolHCID 178418361HCID 178418361, compound

Product 1

HCID 20283051HCID 20283051, compoundYield 96,849.898%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension prepared from 47.2 g (0.124 mmol) of 2-[3-(N-benzyl-N-ethylamino)propyl]-2-(4-fluorophenyl)-1,3-dioxolane hydrochloride, 0.035 ml of saturated HCl/methanol, 350 ml of methanol, and 4 g of 5% palladium on carbon was shaken at 50° under 50 psi hydrogen for 5 hours. The mixture was allowed to cool to room temperature and filtered. Evaporation of the solvent followed by trituration with ether provided 34.8 g (96%) of product. Recrystallization from ether/isopropyl alcohol provided analytically pure material.

Workup

  1. filtrationfiltered
  2. customEvaporation of the solvent

Sources & evidence

ORD record
ord-de4908c150d0467492d99296dd1ae527
Source dataset
uspto-grants-1985_05
Patent number
US04518713

Reaction notes

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