Hydrochloric Acid → HCID 86655982, compound

HRID 1256269Notes

Reaction equation

HRID 1256269 reaction equation
C[O:2][CH:3]=[CH:4][C:5]1[CH:14]=[C:13]2[C:8]([CH2:9][CH2:10][C:11](=[O:15])[NH:12]2)=[CH:7][CH:6]=1.Cl.C([O-])([O-])=O.[K+].[K+]>C1COCC1>[O:15]=[C:11]1[CH2:10][CH2:9][C:8]2[C:13](=[CH:14][C:5]([CH2:4][CH:3]=[O:2])=[CH:6][CH:7]=2)[NH:12]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 67322369HCID 67322369, compound

Product 1

HCID 86655982HCID 86655982, compoundYield 92.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a THF (11.8 mL) solution of the compound (590 mg) obtained in Step 50-1, concentrated HCl (8.9 mL) was added under ice cooling and the mixture was stirred at the same temperature for one hour. To the reaction mixture, a saturated K2CO3 was added and the solution was extracted with CHCl3. The organic layer was dried over MgSO4 and concentrated under reduced pressure to obtain (2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)acetaldehyde (0.51 g, colorless amorphous).

Workup

  1. extractionthe solution was extracted with CHCl3
  2. dry with materialThe organic layer was dried over MgSO4
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-94036ae63bf14d6093272fdfba66220b
Source dataset
uspto-grants-2013_06
Patent number
US08461182B2

Reaction notes

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