Hydrochloric Acid → HCID 57810441, compound

HRID 2105936Notes

Reaction equation

HRID 2105936 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1([OH:15])[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:23][CH2:24][O:25][CH3:26].Cl>C(#N)C>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1([OH:15])[CH2:14][CH2:13][N:12]([CH2:23][CH2:24][O:25][CH3:26])[CH2:11][CH2:10]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 809722-Bromoethyl methyl etherHCID 627881684-(2,3-Dichlorophenyl)piperidin-4-ol

Product 1

HCID 57810441HCID 57810441, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Preparation according to Example 2: 4-(2,3-dichlorophenyl)piperidin-4-ol (0.44 g, 1.81 mmol), acetonitrile (20 ml), potassium carbonate (0.5 g, 3.6 mmol), 1-bromo-2-methoxyethane (0.17 ml, 2.0 mmol). Yield: 0.3 g, 54%. The amine was converted to the hydrochloric acid salt and recrystallized from ethanol/diethyl ether. M.p. 135-137° C. MS m/z (relative intensity, 70 eV) 305 (M+, 1), 303 (M+, 1), 260 (63), 258 (bp) 240 (31).

Workup

  1. customPreparation
  2. customrecrystallized from ethanol/diethyl ether

Sources & evidence

ORD record
ord-70e8b82334884b7eb3a0f94645b399ad
Source dataset
uspto-grants-2009_08
Patent number
US07579474B2

Reaction notes

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