4-Fluorophenol → HCID 12788520, compound

HRID 1855918Notes

Reaction equation

HRID 1855918 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C@H:8]1[C@@H:13]([OH:14])[CH2:12][CH2:11][N:10]([CH3:15])[CH2:9]1.[F:16][C:17]1[CH:22]=[CH:21][C:20](O)=[CH:19][CH:18]=1>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C@H:8]1[C@H:13]([O:14][C:20]2[CH:21]=[CH:22][C:17]([F:16])=[CH:18][CH:19]=2)[CH2:12][CH2:11][N:10]([CH3:15])[CH2:9]1

Participants

3

Reactant 2

HCID 97324-FluorophenolHCID 12788386HCID 12788386, compound

Product 1

HCID 12788520HCID 12788520, compound

Procedure

The procedure of Example 53 is repeated with cis-3-(2-fluorophenyl)-1-methyl-4-piperidinol and 4-fluorophenol to yield trans-3-(2-fluorophenyl)-4-(4-fluorophenoxy)-1-methylpiperidine. This compound is treated with a solution of fumaric acid in ether containing ethanol to yield trans-4-(4-fluorophenoxy)-3-(2-fluorophenyl)-1-methylpiperidine fumarate, m.p. 205.5°-206.5° C. The crude salt is recrystallized from isopropanol to afford colorless crystals, m.p. 205.5-106.5.

Sources & evidence

ORD record
ord-c3b17bd33b5c46e1b4b5b1f015e45ca9
Source dataset
uspto-grants-1980_08
Patent number
US04216218

Reaction notes

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