Potassium Carbonate → HCID 23294547, compound

HRID 1955194Notes

Reaction equation

HRID 1955194 reaction equation
[ClH:1].[F:2][C:3]1[CH:4]=[C:5]([CH:13]=[CH:14][CH:15]=1)[CH2:6][CH:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.S(C1C=CC(C)=CC=1)(O[CH2:20][CH2:21][O:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)(=O)=O.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[ClH:1].[O:22]([CH2:21][CH2:20][N:10]1[CH2:11][CH2:12][CH:7]([CH2:6][C:5]2[CH:13]=[CH:14][CH:15]=[C:3]([F:2])[CH:4]=2)[CH2:8][CH2:9]1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 41734412-phenoxyethyl 4-methylbenzenesulfonateHCID 170394934-(2-Fluorobenzyl)Piperidine Hydrochloride

Product 1

HCID 23294547HCID 23294547, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

From a mixture of 4-(3-fluorobenzyl)piperidine hydrochloride (229.5 mg, 1.0 mmol), 2-phenoxyethyl tosylate (350.4 mg, 1.2 mmol), potassium carbonate (414 mg, 3.0 mmol) in 15 mL of ethanol was 175 mg (50%) of the title compound, mp 175-177° C. 1H NMR (DMSO-d3) 1.696 (m, 1 H), 1.582 (m, 2 H), 2.096 (m, 2 H), 2.617 (m, 2 H), 2.781 (m, 2 H), 3.395 (m, 2 H), 3.687 (m, 2 H), 4.547 (s, 2 H), 6.756-6.999 (m, 6 H), 7.288 (m, 3 H), 12.556 (s, 1 H). Anal. Calcd for C20H25ClFNO: C, 68.66; H, 7.20; N, 4.00. Found: C, 68.37; H, 7.09; N, 3.98.

Sources & evidence

ORD record
ord-659da0ba95f34fb6b0b961c33244a49e
Source dataset
uspto-grants-2000_09
Patent number
US06124323

Reaction notes

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