Hydrochloric Acid → HCID 18510807, compound

HRID 1370551Notes

Reaction equation

HRID 1370551 reaction equation
[CH:1]1([N:7]2[CH:16](O)[CH2:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8]2=[O:18])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(O)C.Cl>O>[CH:1]1([N:7]2[CH:16]=[CH:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8]2=[O:18])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 18510916HCID 18510916, compound

Product 1

HCID 18510807HCID 18510807, compoundYield 88.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The compound (22 mg) obtained in step (b) just above was stirred in a mixed solution of ethanol:concentrated hydrochloric acid=10:1 at room temperature for 30 min. Water was added to the reaction solution. The mixture was extracted with ethyl acetate, and then dried over anhydrous magnesium sulfate. The solvent was then removed by distillation. The residue was purified by chromatography on silica gel (hexane:ethyl acetate=1:1) to give 2-cyclohexyl-2H-isoquinolin-1-one (18 mg).

Workup

  1. extractionThe mixture was extracted with ethyl acetate
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customThe solvent was then removed by distillation
  4. customThe residue was purified by chromatography on silica gel (hexane:ethyl acetate=1:1)

Sources & evidence

ORD record
ord-afb0132a3f9d450cbe1b3985e9d1ca57
Source dataset
uspto-grants-2003_06
Patent number
US06583144B2

Reaction notes

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