Hydrochloric Acid → HCID 23500565, compound

HRID 1835766Notes

Reaction equation

HRID 1835766 reaction equation
[OH-].[K+].[O:3]=[C:4]1[N:8]2[CH:9]([C:14]([O:16]C)=[O:15])[CH2:10][CH2:11][CH2:12][CH2:13][C:7]2=[N:6][O:5]1.C(OCC)C.Cl>C1COCC1>[O:3]=[C:4]1[N:8]2[CH:9]([C:14]([OH:16])=[O:15])[CH2:10][CH2:11][CH2:12][CH2:13][C:7]2=[N:6][O:5]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 14797Potassium HydroxideHCID 9859173HCID 9859173, compound

Product 1

HCID 23500565HCID 23500565, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
25 °C

Procedure

Potassium hydroxide (0.47 g, 8.39 mmol) was dissolved in 10 mL of 50% aqueous THF. To this was added a solution of the product of Example 4 in 6 mL THF and the reaction mixture was stirred for 2 h at 25° C. Diethylether (20 mL) was then added and the reaction mixture was made acidic by adding 10 mL of 1N HCl. The organic layer was separated, dried over magnesium sulfate, filtered and all solvent evaporated to give 0.43 g (52% yield) of the title product. The structure of the compound was characterized by 1H and 13C NMR.

Workup

  1. customThe organic layer was separated
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. customall solvent evaporated

Sources & evidence

ORD record
ord-8f9420f594724d979bf04582a7a931cd
Source dataset
uspto-grants-2004_08
Patent number
US06774126B2

Reaction notes

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