N-(2-Chloroethyl)dibenzylamine → HCID 67333072, compound

HRID 410976

Reaction equation

HRID 410976 reaction equation
[CH2:1]([N:8]([CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:9][CH2:10]Cl)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:19][CH2:20][CH2:21][CH2:22][OH:23].[OH-].[K+]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.O1CCOCC1>[CH2:1]([N:8]([CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:9][CH2:10][O:23][CH2:22][CH2:21][CH2:20][F:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 5820N-(2-Chloroethyl)dibenzylamineHCID 14797Potassium HydroxideHCID 680423-Fluoro-1-propanol

Product 1

HCID 67333072HCID 67333072, compoundYield 67.6%

Reagents, catalysts & solvents 2

HCID 74236Tetrabutylammonium BromideCatalystHCID 312751,4-DioxaneSolvent

Procedure

Dibenzyl-[2-(3-fluoro-propoxy)-ethyl]-amine (770 mg) was prepared by following General Procedure S starting from dibenzyl-(2-chloro-ethyl)-amine (1 g), 3-fluoro-propan-1-ol (295 mg), 50% (w/w) KOH solution (4.25 mL) and tetrabutylammonium bromide (130 mg) in dioxane (4.25 mL).

Sources & evidence

ORD record
ord-26aef49b7bcf4e2a82310e6cf581f947
Source dataset
uspto-grants-2014_06
Patent number
US08759535B2

Linked notes

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