4-Methylmorpholine → HCID 86757507, compound

HRID 381228Notes

Reaction equation

HRID 381228 reaction equation
[CH2:1]([O:3][C:4](=[O:7])[C:5]#[CH:6])[CH3:2].[CH3:8][CH:9]([CH2:13][CH2:14][CH:15]=[C:16]([CH3:18])[CH3:17])[CH2:10][CH2:11][OH:12].CN1CCOCC1>C(OCC)C>[CH2:1]([O:3][C:4](=[O:7])/[CH:5]=[CH:6]/[O:12][CH2:11][CH2:10][CH:9]([CH3:8])[CH2:13][CH2:14][CH:15]=[C:16]([CH3:18])[CH3:17])[CH3:2]

Participants

5

Reactant 3

HCID 79724-MethylmorpholineHCID 8842CitronellolHCID 12182Ethyl propiolate

Product 1

HCID 86757507HCID 86757507, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The reaction was performed in standard glassware under an atmosphere of N2. To 100 ml of diethylether were added 8.0 g (0.82 mol) propiolic acid ethyl ester, 12.8 g (0.82 mol) 3,7-dimethyl-oct-6-en1-ol and 8.3 g (0.82 mol) N-methylmorpholine. This solution was kept without stirring at room temperature for 24 hours. The mixture was evaporated under vacuum and the residue purified by bulb to bulb distillation (bp: 70-75° C.; 0.006 mbar) to yield 19.4 g (76%) of an oil.

Workup

  1. customThe mixture was evaporated under vacuum
  2. distillationthe residue purified by bulb to bulb distillation (bp: 70-75° C.; 0.006 mbar)

Sources & evidence

ORD record
ord-027949bbb6c34b9eba0ec1a419646cfe
Source dataset
uspto-grants-2001_10
Patent number
US06306818B1

Reaction notes

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