Potassium Carbonate → 1363593-70-7

HRID 1045385Notes

Reaction equation

HRID 1045385 reaction equation
C(OC(=O)[N:7]([S:11]([C:14]1[CH:19]=[C:18]([Br:20])[CH:17]=[CH:16][C:15]=1[OH:21])(=[O:13])=[O:12])[CH2:8][CH2:9]Cl)(C)(C)C.C([O-])([O-])=O.[K+].[K+]>C(O)C.CCCCCCC>[Br:20][C:18]1[CH:17]=[CH:16][C:15]2[O:21][CH2:9][CH2:8][NH:7][S:11](=[O:13])(=[O:12])[C:14]=2[CH:19]=1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 66797941HCID 66797941, compound

Product 1

HCID 667901341363593-70-7

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8900HeptaneSolvent

Procedure

37 g (81 mmol) of the product obtained in Step D above are heated at reflux in the presence of 2.69 g (16 mmol) of KI and 33.6 g (240 mmol) of K2CO3 in 1.2 L of ethanol for about 18 hours. After cooling, the salts are filtered off and rinsed with acetone. After evaporation, the filtrate is taken up in water. The mixture is acidified with 1N HCl solution and then extracted 3 times with CH2Cl2. The organic phase is washed twice with brine, dried over MgSO4 and evaporated. The residue obtained (˜22 g) is then triturated in heptane, and then the mixture is allowed to separate in order to remove the heptane supernatant. The residue is again triturated in a heptane/isopropyl ether mixture to obtain a solid. After filtration, the product is rapidly dried and then ground in a mortar. The solid obtained is dissolved in heptane, stirred for about 1 hour and filtered to yield the expected product.

Workup

  1. temperatureAfter cooling
  2. filtrationthe salts are filtered off
  3. washrinsed with acetone
  4. customAfter evaporation
  5. extractionextracted 3 times with CH2Cl2
  6. washThe organic phase is washed twice with brine
  7. dry with materialdried over MgSO4
  8. customevaporated
  9. customThe residue obtained (˜22 g)
  10. customis then triturated in heptane
  11. customto separate in order
  12. customto remove the heptane supernatant
  13. customThe residue is again triturated in a heptane/isopropyl ether mixture
  14. customto obtain a solid
  15. filtrationAfter filtration
  16. customthe product is rapidly dried
  17. customThe solid obtained
  18. filtrationfiltered

Sources & evidence

ORD record
ord-3134aa1835e9479490f6165d82cb6bca
Source dataset
uspto-grants-2013_10
Patent number
US08569285B2

Reaction notes

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