Hydrochloric Acid → HCID 20283047, compound

HRID 463312Notes

Reaction equation

HRID 463312 reaction equation
[I-].[K+].C(=O)([O-])[O-].[K+].[K+].[CH2:9]([NH:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH3:10].[Cl:19][CH2:20][CH2:21][CH2:22][C:23]1([C:28]2[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=2)[O:27][CH2:26][CH2:25][O:24]1.Cl>O.CN(C=O)C>[ClH:19].[CH2:12]([N:11]([CH2:20][CH2:21][CH2:22][C:23]1([C:28]2[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=2)[O:24][CH2:25][CH2:26][O:27]1)[CH2:9][CH3:10])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

8

Reactant 5

HCID 313Hydrochloric AcidHCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 84352N-EthylbenzylamineHCID 27237782-(3-Chloropropyl)-2-(4-fluorophenyl)-1,3-dioxolane

Product 1

HCID 20283047HCID 20283047, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A suspension prepared from 5.0 g of potassium iodide, 127 g of potassium carbonate, 335 ml of DMF, 50 g (0.37 mol) of ethyl benzyl amine and 87.2 g (0.357 mol) of 2-(3-chloropropyl)-2-(4-fluorophenyl)-1,3-dioxolane was heated at 80°-90° for 2.5 hours and at 100°-105° for 1 hour. The mixture was allowed to cool to room temperature, poured into water, extracted with ether, washed four times with water and once with saturated sodium chloride. The solution was dried over potassium carbonate and the solvent evaporated to provide an oil. The yield of the hydrochloride was 86.6 g (0.228 mol, 63%).

Workup

  1. temperaturewas heated at 80°-90° for 2.5 hours and at 100°-105° for 1 hour
  2. extractionextracted with ether
  3. washwashed four times with water
  4. dry with materialThe solution was dried over potassium carbonate
  5. customthe solvent evaporated
  6. customto provide an oil

Sources & evidence

ORD record
ord-016361f0a7f84844a457e597edcf1369
Source dataset
uspto-grants-1985_05
Patent number
US04518713

Reaction notes

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