4-Methylmorpholine → HCID 86757508, compound

HRID 381229Notes

Reaction equation

HRID 381229 reaction equation
[CH2:1]([O:3][C:4](=[O:7])[C:5]#[CH:6])[CH3:2].[CH2:8]([OH:18])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH:16]=[CH2:17].CN1CCOCC1>C(OCC)C>[CH2:1]([O:3][C:4](=[O:7])/[CH:5]=[CH:6]/[O:18][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH:16]=[CH2:17])[CH3:2]

Participants

5

Reactant 3

HCID 79724-MethylmorpholineHCID 12182Ethyl propiolateHCID 256129-Decen-1-ol

Product 1

HCID 86757508HCID 86757508, compoundYield 916%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The reaction was performed in standard glassware under an atmosphere of N2. To 150 ml of diethylether were added 9.8 g (0.1 mol) propiolic acid ethyl ester, 15.6g (0.1 mol) dec-9-en-1-ol and 10.1 g (0.1 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: 85-90° C.; 0.006 mbar) to yield 23.2 g (916%) of an oil.

Workup

  1. customThe mixture was evaporated under vacuum
  2. distillationthe residue purified by bulb to bulb distillation (bp: 85-90° C.; 0.006 mbar)

Sources & evidence

ORD record
ord-cc64b87dd3514da2a7bf05770a97d2a8
Source dataset
uspto-grants-2001_10
Patent number
US06306818B1

Reaction notes

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