Potassium Carbonate → HCID 66973983, compound

HRID 2406831Notes

Reaction equation

HRID 2406831 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:5]2[O:6][CH2:7][O:8][C:4]=2[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:18][C:19]#[C:20][CH3:21]>CC(C)=O>[CH2:18]([O:1][C:2]1[CH:10]=[CH:9][C:5]2[O:6][CH2:7][O:8][C:4]=2[CH:3]=1)[C:19]#[C:20][CH3:21]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 68289SesamolHCID 27568621-Bromo-2-butyne

Product 1

HCID 66973983HCID 66973983, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 7.0 g (0.05 moles) of 5-hydroxy-benzo[1.3]dioxole, 6.91 g (0.05 moles) of anhydrous potassium carbonate in ml 25 of acetone was added with 6.65 g (0.05 moles) of 1-bromo-2-butyne. The mixture was heated to reflux for 6 hrs. The mixture was then cooled to room temperature, filtered and the filtrate evaporated u.v (20° C./21 mbar). The residue was then purified on silica gel column (eluant n-hexane: ethyl acetate 3:1 v/v). A liquid product (6.1 g, 95% purity) was obtained whose NMR and MS analyses correspond to those of the aforementioned compound.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 6 hrs
  3. filtrationfiltered
  4. customthe filtrate evaporated u.v (20° C./21 mbar)
  5. customThe residue was then purified on silica gel column (eluant n-hexane: ethyl acetate 3:1 v/v)
  6. customA liquid product (6.1 g, 95% purity) was obtained whose NMR and MS analyses

Sources & evidence

ORD record
ord-d0a3cb06ecc143fc92a48a7841305f56
Source dataset
uspto-grants-2014_08
Patent number
US08809389B2

Reaction notes

Loading…