Potassium Carbonate → HCID 59678709, compound

HRID 2406836Notes

Reaction equation

HRID 2406836 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[C:4]([O:10][CH3:11])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:19][C:20]#[C:21][CH3:22]>CC(C)=O>[CH2:19]([O:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[C:4]([O:10][CH3:11])[CH:3]=1)[C:20]#[C:21][CH3:22]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 162513,4-DimethoxyphenolHCID 27568621-Bromo-2-butyne

Product 1

HCID 59678709HCID 59678709, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Following the same procedure as in Example 2, 15.4 g (0.1 mole) of 1-hydroxy-3,4-dimethoxybenzene, 13.8 g (0.1mole) of anhydrous potassium carbonate in ml 50 of acetone and 13.3 g (0.1 mole) of 1-bromo-2-butyne were reacted. After work up and evaporation of the mixture u.v. (20° C./21 mbar), a residue was obtained, that after purification on silica gel column (eluant n-hexane:ethyl acetate 5:1 v/v) gave a thick oil that after some time solidified with low melting point (28-30° C.), whose NMR and MS analyses corresponded to those of the aforementioned compound.

Workup

  1. customwere reacted
  2. customAfter work up and evaporation of the mixture u.v
  3. custom(20° C./21 mbar), a residue was obtained
  4. customthat after purification on silica gel column (eluant n-hexane:ethyl acetate 5:1 v/v)
  5. customgave a thick oil that after some time
  6. customsolidified with low melting point (28-30° C.), whose NMR and MS analyses

Sources & evidence

ORD record
ord-2bb360be6c6b41ccb66f7a3af44a19f5
Source dataset
uspto-grants-2014_08
Patent number
US08809389B2

Reaction notes

Loading…