Hydrochloric Acid → N-[5-[3-(4-Methoxyphenyl)propoxy]pentyl]benzenemethanamine hydrochloride

HRID 1084957Notes

Reaction equation

HRID 1084957 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=1.[CH2:19]([NH2:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[ClH:27]>O>[ClH:27].[CH3:18][O:17][C:14]1[CH:15]=[CH:16][C:11]([CH2:10][CH2:9][CH2:8][O:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][NH:26][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7504BenzylamineHCID 197980251-[3-[(5-Bromopentyl)oxy]propyl]-4-methoxybenzene

Product 1

HCID 20062857N-[5-[3-(4-Methoxyphenyl)propoxy]pentyl]benzenemethanamine hydrochloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-[3-[(5-Bromopentyl)oxy]propyl]-4-methoxybenzene (2.0 g) was added to benzylamine (6 ml) at 120° under nitrogen. The solution was stirred for 2 h at 120° then added (hot) to 2N hydrochloric acid (50 ml) and water (25 ml). The resulting precipitate was collected by filtration, washed with 2N hydrochloric acid, water and ER then dried at 50° under vacuum to give the title compound as a white solid (1.79 g) m.p. 118°-121°.

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with 2N hydrochloric acid, water and ER
  3. customthen dried at 50° under vacuum

Sources & evidence

ORD record
ord-9efbd0bb47ee4b3e938eb09aca5bf8dc
Source dataset
uspto-grants-1991_04
Patent number
US05006556

Reaction notes

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