2-Phenylethanol → HCID 70212574, compound

HRID 381227Notes

Reaction equation

HRID 381227 reaction equation
[CH2:1]([O:3][C:4](=[O:7])[C:5]#[CH:6])[CH3:2].[CH:8]1[CH:9]=[CH:10][C:11]([CH2:14][CH2:15][OH:16])=[CH:12][CH:13]=1.CN1CCOCC1>C(OCC)C>[CH2:1]([O:3][C:4](=[O:7])/[CH:5]=[CH:6]/[O:16][CH2:15][CH2:14][C:11]1[CH:12]=[CH:13][CH:8]=[CH:9][CH:10]=1)[CH3:2]

Participants

5

Reactant 3

HCID 60542-PhenylethanolHCID 79724-MethylmorpholineHCID 12182Ethyl propiolate

Product 1

HCID 70212574HCID 70212574, compoundYield 88%

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 9.8 g (0.1 mol) of propiolic acid ethyl ester, 12.2 g (0.1 mol) phenylethanol and 10.1 g (0.1 mol) of 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 15.7 g (88%) 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-37857f5d38ed4b5da76be12ae99177cd
Source dataset
uspto-grants-2001_10
Patent number
US06306818B1

Reaction notes

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