Hydrochloric Acid → HCID 22025395, compound

HRID 2060999Notes

Reaction equation

HRID 2060999 reaction equation
[CH3:1][O:2][C:3]1[C:15]2[NH:14][C:13]3[C:8](=[CH:9][C:10]([C:16]([O:18]CC)=[O:17])=[CH:11][CH:12]=3)[C:7]=2[CH:6]=[C:5]2[C:21]3[CH:22]=[C:23]([C:28]([O:30]CC)=[O:29])[CH:24]=[CH:25][C:26]=3[NH:27][C:4]=12.[OH-].[K+].Cl>CCO.O.C1COCC1>[CH3:1][O:2][C:3]1[C:15]2[NH:14][C:13]3[C:8](=[CH:9][C:10]([C:16]([OH:18])=[O:17])=[CH:11][CH:12]=3)[C:7]=2[CH:6]=[C:5]2[C:21]3[CH:22]=[C:23]([C:28]([OH:30])=[O:29])[CH:24]=[CH:25][C:26]=3[NH:27][C:4]=12

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 9845566637774-61-9

Product 1

HCID 22025395HCID 22025395, compoundYield 95.4%

Reagents, catalysts & solvents 1

HCID 18504229Ethanol tetrahydrofuran waterSolvent

Conditions

Temperature
95 °C

Procedure

A mixture of diethyl 6-methoxy-5,7-dihydroindolo[2,3-b]carbazole-2,10-dicarboxylate (10 g, 23.23 mmol) and KOH (3.7 g) in EtOH/H2O/THF (120/40/10 mL) was heated to 90-100° C. under Ar and stirred for 4-6 h until all starting material disappeared. The reaction mixture was neutralized with 1N aq. HCl. The white ppt was collected by filtration and washed with small amount of water, dried under vacuum to give 6-methoxy-5,7-dihydroindolo[2,3-b]carbazole-2,10-dicarboxylic acid (8.3 g, 95%).

Workup

  1. filtrationThe white ppt was collected by filtration
  2. washwashed with small amount of water
  3. customdried under vacuum

Sources & evidence

ORD record
ord-fb1f2c17ddcc46b3bf71fd16561cdea9
Source dataset
uspto-grants-2012_10
Patent number
US08278341B2

Reaction notes

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