Acetic Acid → HCID 13505189, compound

HRID 1731743Notes

Reaction equation

HRID 1731743 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[CH:8][C:9]2[NH:10][C:11]3[C:16]([C:17]=2[C:18]=1[CH3:19])=[CH:15][C:14]([CH:20]1[CH2:25][CH2:24][CH:23]=[CH:22][CH2:21]1)=[CH:13][CH:12]=3)=[O:5])C.[OH-].[K+].C(O)(=O)C.O>C(O)C>[CH:23]1[CH2:24][CH2:25][CH:20]([C:14]2[CH:15]=[C:16]3[C:11](=[CH:12][CH:13]=2)[NH:10][C:9]2[CH:8]=[N:7][C:6]([C:4]([OH:5])=[O:3])=[C:18]([CH3:19])[C:17]3=2)[CH2:21][CH:22]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 14797Potassium HydroxideHCID 13505188HCID 13505188, compound

Product 1

HCID 13505189HCID 13505189, compoundYield 94.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

440 mg (1.31 mmol) of 6-(1-cyclohexen-4-yl)-4-methyl-β-carboline-3-carboxylic acid ethyl ester is heated under reflux for one hour in 20 ml of ethanol with 3.25 ml of 1N potassium hydroxide solution. After neutralizing with acetic acid and addition of 10 ml of water, the precipitated product is suctioned off, washed with water, and dried under vacuum over potassium hydroxide, thus obtaining 378 mg (94% of theory) of 6-(1-cyclohexen-4-yl)-4-methyl-β-carboline-3-carboxylic acid, mp 284°-285° C.

Workup

  1. washwashed with water
  2. dry with materialdried under vacuum over potassium hydroxide

Sources & evidence

ORD record
ord-c40bd39e5f304e06876035e8c71181da
Source dataset
uspto-grants-1986_11
Patent number
US04623649

Reaction notes

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