Acetic Acid → HCID 13799209, compound

HRID 1722259Notes

Reaction equation

HRID 1722259 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[CH:8][C:9]2[NH:10][C:11]3[CH2:12][CH2:13][CH2:14][CH2:15][C:16]=3[C:17]=2[C:18]=1[CH2:19][O:20][CH3:21])=[O:5])C.[OH-].[K+].C(O)(=O)C>C(O)C>[CH3:21][O:20][CH2:19][C:18]1[C:17]2[C:16]3[CH2:15][CH2:14][CH2:13][CH2:12][C:11]=3[NH:10][C:9]=2[CH:8]=[N:7][C:6]=1[C:4]([OH:5])=[O:3]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 14797Potassium HydroxideHCID 13799201HCID 13799201, compound

Product 1

HCID 13799209HCID 13799209, compoundYield 96.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.15 g of 5,6,7,8-tetrahydro-4-methoxymethyl-betacarboline-3-carboxylic acid ethyl ester is refluxed in 45 ml of ethanol with 5 ml of 2N aqueous potassium hydroxide solution for 2 hours. After cooling, it is acidified with glacial acetic acid. The precipitated product is suctioned off; the mother liquor is concentrated to approximately 30 ml. The precipitated product is again suctioned off. 1 g of 5,6,7,8-tetrahydro-4-methoxymethyl-beta-carboline-3carboxylic acid with a melting point greater than 260° C. is obtained.

Workup

  1. temperatureAfter cooling
  2. concentrationthe mother liquor is concentrated to approximately 30 ml

Sources & evidence

ORD record
ord-77fa3a138ec74daf8b0521ad30fb6d4f
Source dataset
uspto-grants-1989_08
Patent number
US04855295

Reaction notes

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