Potassium Carbonate → HCID 1955046, compound

HRID 966055Notes

Reaction equation

HRID 966055 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[C:18](=[O:19])[C:17]3[CH:16]=[CH:15][C:14]([OH:20])=[CH:13][C:12]=3[O:11][CH:10]=2)=[CH:7][CH:8]=1.C([O-])([O-])=O.[K+].[K+].[C:27](Cl)(=[O:32])[C:28]([CH3:31])([CH3:30])[CH3:29]>C(#N)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:18](=[O:19])[C:17]3[CH:16]=[CH:15][C:14]([O:20][C:27](=[O:32])[C:28]([CH3:31])([CH3:30])[CH3:29])=[CH:13][C:12]=3[O:11][CH:10]=2)=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 62493Pivaloyl chlorideHCID 5280378Formononetin

Product 1

HCID 1955046HCID 1955046, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Formononetine (90 g; 335 mmol) was suspended in acetonitrile, K2CO3 was added and the mixture was stirred for about 20 minutes at r.t. Pivaloyl chloride (59.85 g; 496 mmol) was dropped into the mixture, then the reaction was stirred for further 15 minutes and quenched into water. The solid was filtered, washed with water, dissolved in CHCl3; the solution was dried and evaporated to dryness to obtain the title compound, which can be crystallised from hot toluene. 102 g of a white crystalline powder were obtained.

Workup

  1. stirringthe reaction was stirred for further 15 minutes
  2. customquenched into water
  3. filtrationThe solid was filtered
  4. washwashed with water
  5. dissolutiondissolved in CHCl3
  6. customthe solution was dried
  7. customevaporated to dryness

Sources & evidence

ORD record
ord-4ab28633186342bc8451463b912c3719
Source dataset
uspto-grants-2005_10
Patent number
US06951883B2

Reaction notes

Loading…