Hydrochloric Acid → N,N-dibutyl-N-(3-phenoxypropyl)amine hydrochloride

HRID 1855321Notes

Reaction equation

HRID 1855321 reaction equation
[CH2:1]([N:5]([CH2:16][CH2:17][CH2:18][CH3:19])[CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH3:4].[ClH:20]>ClCCCl>[ClH:20].[CH2:16]([N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[CH2:17][CH2:18][CH3:19]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 5262101N-butyl-N-(3-phenoxypropyl)butan-1-amine

Product 1

HCID 22629982N,N-dibutyl-N-(3-phenoxypropyl)amine hydrochlorideYield 107.2%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

297.3 g (1.13 mol) of the N,N-dibutyl-N-(3-phenoxypropyl)amine isolated previously are stirred in 600 ml of DCE, and 148.9 g (1.469 mol; 1.3 eq.) of 36% HCl are added, at 20° C. The mixture is stirred for 1 hour at this temperature and dried by azeotropic distillation with DCE until a water content ≦0.01% is obtained, and is then concentrated under vacuum. 363.1 g of N,N-dibutyl-N-(3-phenoxypropyl)amine hydrochloride are obtained.

Workup

  1. dry with materialdried by azeotropic distillation with DCE until a water content ≦0.01%
  2. customis obtained
  3. concentrationis then concentrated under vacuum

Sources & evidence

ORD record
ord-2eedfd5f536f4c7b93d470ed613a246e
Source dataset
uspto-grants-2015_02
Patent number
US08962869B2

Reaction notes

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