Triethylamine → HCID 28372791, compound

HRID 1729274Notes

Reaction equation

HRID 1729274 reaction equation
Br[CH2:2][CH2:3][C:4]#[N:5].[CH3:6][C@H:7]1[O:12][C@H:11]([CH3:13])[CH2:10][NH:9][CH2:8]1.C(N(CC)CC)C>C(O)C>[C:4]([CH2:3][CH2:2][N:9]1[CH2:10][C@@H:11]([CH3:13])[O:12][C@H:7]([CH3:6])[CH2:8]1)#[N:5]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 170203-BromopropionitrileHCID 11137133trans-2,6-Dimethylmorpholine

Product 1

HCID 28372791HCID 28372791, compoundYield 79.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
20 °C

Procedure

3-Bromopropionitrile (4.06 g, 0.03 mole), cis/trans-2,6-dimethylmorpholine (4.0 g, 0.034 mole), triethylamine (5.0 ml ) and ethanol (50 ml ) were refluxed (78° C.) for 3 hours and left stirring at 20° C. for 17 hours. The solvent was evaporated and the residue purified by chromatography using silica gel/chloroform: 5% methanol to give els/trans N-(2-cyanoethyl)-2,6-dimethylmorpholine (4.0 g, 79%) as a colourless oil.

Workup

  1. waitleft
  2. customThe solvent was evaporated
  3. customthe residue purified by chromatography

Sources & evidence

ORD record
ord-062533deb8344ca9b9523766c1265bcf
Source dataset
uspto-grants-1994_07
Patent number
US05332753

Reaction notes

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