Potassium Carbonate → HCID 50905028, compound

HRID 2406832Notes

Reaction equation

HRID 2406832 reaction equation
[OH:1][C:2]1[C:10]([CH2:11][CH2:12][CH3:13])=[CH:9][C:5]2[O:6][CH2:7][O:8][C:4]=2[CH:3]=1.Br[CH2:15][C:16]#[C:17][CH3:18].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:15]([O:1][C:2]1[C:10]([CH2:11][CH2:12][CH3:13])=[CH:9][C:5]2[O:6][CH2:7][O:8][C:4]=2[CH:3]=1)[C:16]#[C:17][CH3:18]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 27568621-Bromo-2-butyneHCID 57217791HCID 57217791, compound

Product 1

HCID 50905028HCID 50905028, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Following the same procedure as in Example 2, 3.65 g (0.02 moles) of 5-hydroxy-6-propyl-benzo[1.3]dioxole were reacted with 2.7 g (0.02 moles) of 1-bromo-2-butyne and 2.8 g (0.02 moles) of anhydrous potassium carbonate in 15 ml of acetone. After the work up of the reaction as in Example 2, a residue was obtained that after distillation at 115-117° C./0.2 mbar gave 3.9 g of a liquid product that, after some time, crystallized with m.p. 39° -40 ° C. and whose NMR and MS analyses correspond to those of the aforementioned compound.

Workup

  1. customAfter the work up of the reaction as in Example 2
  2. customa residue was obtained that
  3. distillationafter distillation at 115-117° C./0.2 mbar

Sources & evidence

ORD record
ord-6d7c9c311a7d4daeac411e8f3d4ab2bf
Source dataset
uspto-grants-2014_08
Patent number
US08809389B2

Reaction notes

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