Hydrochloric Acid → N-[5-(2-(4-Fluorophenyl)ethoxy]pentyl]benzenemethanamine hydrochloride

HRID 2166161

Reaction equation

HRID 2166161 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=1.[CH2:17]([NH2:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[ClH:25]>O>[ClH:25].[F:16][C:13]1[CH:14]=[CH:15][C:10]([CH2:9][CH2:8][O:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][NH:24][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7504BenzylamineHCID 197980301-[2-[(5-Bromopentyl)oxy]ethyl]-4-fluorobenzene

Product 1

HCID 20062840N-[5-(2-(4-Fluorophenyl)ethoxy]pentyl]benzenemethanamine hydrochloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-[2-[(5-Bromopentyl)oxy]ethyl]-4-fluorobenzene (7.95 g) was added dropwise over 10 min to benzylamine (24 ml) at 125° under nitrogen. The reaction mixture was stirred for 3.5 h at 120° and the hot reaction mixture was poured into 2N aqueous hydrochloric acid (170 ml) and water (220 ml). After stirring for 15 min the precipitate was collected by filtration to give the title compound as a white solid (7.41 g) m.p. 112°.

Workup

  1. stirringAfter stirring for 15 min the precipitate
  2. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-a784d2e562e24bd0a6d61079502cfb1f
Source dataset
uspto-grants-1990_07
Patent number
US04943591

Linked notes

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