Hydrochloric Acid → HCID 13068796, compound

HRID 1907061Notes

Reaction equation

HRID 1907061 reaction equation
C([N:4]1[CH:8]([C:9](=[O:11])[CH3:10])[CH2:7][CH2:6][C:5]1=[O:12])(=O)C.C([O-])([O-])=O.[K+].[K+].Cl>C(OCC)(=O)C.CO>[C:9]([CH:8]1[NH:4][C:5](=[O:12])[CH2:6][CH2:7]1)(=[O:11])[CH3:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 322651HCID 322651, compound

Product 1

HCID 13068796HCID 13068796, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 21584119Ethylacetate methanolSolvent

Procedure

In a round bottom flask, Compound 5 (2.2 g, 13×10−3 mol) is treated with a solution of K2CO3 (5.6 g, 40×10−3 mol, in 20 mL of water), with magnetic stirring at room temperature. The progress of the reaction is followed by TLC (eluent: ethyl acetate/methanol, 98/2). After stirring for 3.5 hrs, the reaction is complete. The reaction mixture is neutralized (pH=7) by adding 1N hydrochloric acid and then freeze-dried for 16 hrs. The organic residue is then extracted with CH2Cl2 (40 mL), filtered and then concentrated under reduced pressure to provide a brown viscous liquid. Purification was carried out on a silica gel column (eluent: ethyl acetate/methanol, 98/2). Compound 6 is obtained after such purification as a white powder.

Workup

  1. stirringAfter stirring for 3.5 hrs
  2. customfreeze-dried for 16 hrs
  3. extractionThe organic residue is then extracted with CH2Cl2 (40 mL)
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customto provide a brown viscous liquid
  7. customPurification

Sources & evidence

ORD record
ord-d6d60343bd5e4faba8cf8df11ffe0555
Source dataset
uspto-grants-2013_12
Patent number
US08597706B2

Reaction notes

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