Diethylamine → 2,2-Diethoxyethyl(diethyl)amine

HRID 1051236Notes

Reaction equation

HRID 1051236 reaction equation
Br[CH2:2][CH:3]([O:7][CH2:8][CH3:9])[O:4][CH2:5][CH3:6].[CH2:10]([NH:12][CH2:13][CH3:14])[CH3:11]>CC(C)=O>[CH2:5]([O:4][CH:3]([O:7][CH2:8][CH3:9])[CH2:2][N:12]([CH2:13][CH3:14])[CH2:10][CH3:11])[CH3:6]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 74852Ethane, 2-bromo-1,1-diethoxy-

Product 1

HCID 771642,2-Diethoxyethyl(diethyl)amineYield 20.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2-bromo-1,1-diethoxyethane (10 g, 0.051 mol), diethylamine (11 g, 0.15 mol) and KI (8.5 g, 0.051 mol) were added in 100 mL acetone, and stirred for overnight at 40 degree. The resulting solution was filtered, concentrated and purified with silica gel column to give 2,2-diethoxy-N,N-diethylethanamine as brown oil 2.0 g (20.8% yield).

Workup

  1. filtrationThe resulting solution was filtered
  2. concentrationconcentrated
  3. custompurified with silica gel column

Sources & evidence

ORD record
ord-1d05ce371e2c4dfb971a0a1523dbdd3f
Source dataset
uspto-grants-2016_07
Patent number
US09388170B2

Reaction notes

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