Hydrochloric Acid → HCID 19599426, compound

HRID 1458622Notes

Reaction equation

HRID 1458622 reaction equation
[CH:1]1[CH:9]=[CH:8][CH:7]=[C:6]2[C:2]=1[C:3]([C:14]([O:16]C)=[O:15])=[C:4]1[CH:13]=[CH:12][CH2:11][CH2:10][N:5]12.[OH-].[K+].Cl>CO.O>[CH:1]1[CH:9]=[CH:8][CH:7]=[C:6]2[C:2]=1[C:3]([C:14]([OH:16])=[O:15])=[C:4]1[CH:13]=[CH:12][CH2:11][CH2:10][N:5]12

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 19599432HCID 19599432, compound

Product 1

HCID 19599426HCID 19599426, compoundYield 64%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A stirred solution of methyl 6,7-dihydropyrido[1,2-a]indole-10-carboxylate (T. Teitei and L. K. Dalton, Australian J. Chem 1969, 22, 997) (1.0 g, 0.0044 mole) in methanol (40 ml) was treated with a solution of potassium hydroxide (3.0 g, 0.054 mole) in water (50 ml) and heated under reflux for 3 h. The solution was allowed to cool, then acidified with HCl acid and extracted with ethyl acetate. The extract was dried (Na2SO4) and concentrated under vacuum to leave the title compound (D8) as a yellow solid (600 mg, 64%).

Workup

  1. temperatureheated
  2. temperatureunder reflux for 3 h
  3. temperatureto cool
  4. extractionextracted with ethyl acetate
  5. dry with materialThe extract was dried (Na2SO4)
  6. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-d57627d641af4a908613c0408acfa4e8
Source dataset
uspto-grants-1998_12
Patent number
US05852014

Reaction notes

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