Hydrochloric Acid → HCID 59278604, compound

HRID 242162Notes

Reaction equation

HRID 242162 reaction equation
C([O:4][CH:5](OC(=O)C)[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][O:15]C(=O)C)=[CH:8][N:7]=1)(=O)C.Cl>O1CCOCC1>[OH:15][CH2:14][CH2:13][O:12][C:9]1[CH:10]=[CH:11][C:6]([CH:5]=[O:4])=[N:7][CH:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59278637HCID 59278637, compound

Product 1

HCID 59278604HCID 59278604, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

100 mg of the crude product from example 27A are dissolved in 2 ml of dioxane, and 0.48 ml (1.93 mmol) of a 4 M solution of hydrogen chloride gas in dioxane is added. The mixture is stirred at +100° C. for 1 h. The reaction mixture is then concentrated on a rotary evaporator, and the residue is taken up in 2 ml of water. The mixture is neutralized using 0.7 ml of 1 N aqueous sodium hydroxide solution and extracted three times in total with in each case 4 ml of diethyl ether. The combined organic phases are dried over magnesium sulphate. After removal of the solvent, the crude product is used without further purification for the subsequent reaction.

Workup

  1. concentrationThe reaction mixture is then concentrated on a rotary evaporator
  2. extractionextracted three times in total with in each case 4 ml of diethyl ether
  3. dry with materialThe combined organic phases are dried over magnesium sulphate
  4. customAfter removal of the solvent
  5. customthe crude product is used without further purification for the subsequent reaction

Sources & evidence

ORD record
ord-7cebe7242061480c8537418e1bb7a694
Source dataset
uspto-grants-2014_02
Patent number
US08653109B2

Reaction notes

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