Hydrochloric Acid → HCID 23155437, compound

HRID 2080815Notes

Reaction equation

HRID 2080815 reaction equation
C([O:3][CH:4](OCC)[CH2:5][CH2:6][CH2:7][N:8]([CH2:10][C:11]1[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][CH:12]=1)[CH3:9])C.Cl>C1COCC1>[CH3:9][N:8]([CH2:10][C:11]1[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][CH:12]=1)[CH2:7][CH2:6][CH2:5][CH:4]=[O:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67103346HCID 67103346, compound

Product 1

HCID 23155437HCID 23155437, compoundYield 86.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The compound (1.22 g) obtained in Example 44-2 was dissolved in THF (12.2 ml) and added with 1 mol/l hydrochloric acid (12.2 ml). The whole was stirred at room temperature for 19 hours. The reaction solution was concentrated under reduced pressure. The residue was added with a 1 mol/l sodium hydroxide aqueous solution and the whole was subjected to extraction with chloroform. The organic layer was washed with a saturated saline solution and dried with anhydrous sodium sulfate, followed by concentration under reduced pressure. The residue was purified through silica gel column chromatography (chloroform/methanol), thereby obtaining the subject compound (0.790 g) as a yellow oily substance.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. additionThe residue was added with a 1 mol/l sodium hydroxide aqueous solution
  3. extractionthe whole was subjected to extraction with chloroform
  4. washThe organic layer was washed with a saturated saline solution
  5. dry with materialdried with anhydrous sodium sulfate
  6. concentrationfollowed by concentration under reduced pressure
  7. customThe residue was purified through silica gel column chromatography (chloroform/methanol)

Sources & evidence

ORD record
ord-604a41bb45a6469bb5270345add6d590
Source dataset
uspto-grants-2011_04
Patent number
US07932281B2

Reaction notes

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