3-Chloropropyl(diethyl)amine → 1-Propanamine, N,N-diethyl-3-(2-(2-methylpropoxy)phenoxy)-

HRID 616374Notes

Reaction equation

HRID 616374 reaction equation
[Na].[CH2:2]([O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[OH:13])[CH:3]([CH3:5])[CH3:4].[CH2:14]([N:16]([CH2:21][CH3:22])[CH2:17][CH2:18][CH2:19]Cl)[CH3:15]>C(O)C>[CH2:2]([O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[O:13][CH2:19][CH2:18][CH2:17][N:16]([CH2:21][CH3:22])[CH2:14][CH3:15])[CH:3]([CH3:5])[CH3:4]

Participants

5

Reactant 3

HCID 669183-Chloropropyl(diethyl)amineHCID 6911612-IsobutoxyphenolHCID 5360545Sodium

Product 1

HCID 30426751-Propanamine, N,N-diethyl-3-(2-(2-methylpropoxy)phenoxy)-

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The compound was prepared as directed in Example 1, using sodium (1.15 g; 50 mole), o-isobutoxyphenol (8.30 g; 50 mmole) and 3-diethylaminopropylchloride (7.50 g; 50 mmole) in 150 ml of ethanol. Yield 8.85 g (63%) of product, boiling at 104°-106° C under a pressure of 0.003 mm Hg, nD25 : 1.4914.

Workup

  1. customThe compound was prepared

Sources & evidence

ORD record
ord-8a710dbec9124050b1ba79f771d13d40
Source dataset
uspto-grants-1978_02
Patent number
US04073917

Reaction notes

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