Potassium Hydroxide → 7,10-Dihydro-4,10-dioxo-2-methyl-7-propynyl-4H-furo[3',2': 3,4]-cyclohepta[1,2-b]pyridine-6-carboxylic Acid

HRID 66149Notes

Reaction equation

HRID 66149 reaction equation
C([O:3][C:4]([C:6]1[C:12]2[N:13]([C:18]#[C:19][CH3:20])[CH:14]=[CH:15][C:16](=[O:17])[C:11]=2[C:10]2[CH:21]=[C:22]([CH3:24])[O:23][C:9]=2[C:8](=[O:25])[CH:7]=1)=[O:5])C.[OH-].[K+]>O>[O:25]=[C:8]1[CH:7]=[C:6]([C:4]([OH:5])=[O:3])[C:12]2[N:13]([C:18]#[C:19][CH3:20])[CH:14]=[CH:15][C:16](=[O:17])[C:11]=2[C:10]2[CH:21]=[C:22]([CH3:24])[O:23][C:9]1=2

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 70621019HCID 70621019, compound

Product 1

HCID 706217837,10-Dihydro-4,10-dioxo-2-methyl-7-propynyl-4H-furo[3',2': 3,4]-cyclohepta[1,2-b]pyridine-6-carboxylic Acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 7,10-dihydro-4,10-dioxo-2-methyl-7-propynyl-4H-furo[3',2': 3,4]cyclohepta[1,2-b]pyridine-6-carboxylic acid ethyl ester (1.2 g, described in Example 24), 1N potassium hydroxide (4 ml) and water (6 ml) is stirred at room temperature for 16 hr. The precipitate is removed and the solution is acidified with 10% hydrochloric acid. The precipitate is collected, washed with water and crystallized from pyridine to obtain crystals of the title compound, mp 237°-238° C.

Workup

  1. customThe precipitate is removed
  2. customThe precipitate is collected
  3. washwashed with water
  4. customcrystallized from pyridine

Sources & evidence

ORD record
ord-c4e11aa72d6e417dbee4b635f24009bc
Source dataset
uspto-grants-1978_12
Patent number
US04130649

Reaction notes

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