Ammonia → HCID 18372362, compound

HRID 277167Notes

Reaction equation

HRID 277167 reaction equation
[NH3:1].[CH3:2][C:3]1([CH2:10][CH2:11][C:12]([O:14]C)=O)[C:7](=[O:8])[CH2:6][CH2:5][C:4]1=[O:9]>O1CCCC1>[CH3:2][C:3]1([CH2:10][CH2:11][C:12](=[O:14])[NH2:1])[C:7](=[O:8])[CH2:6][CH2:5][C:4]1=[O:9]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 13809463HCID 13809463, compound

Product 1

HCID 18372362HCID 18372362, compoundYield 41%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A 1 ml quantity of 25% aqueous ammonia solution was added to 1.6 g of 2-methyl-2-(β-carbomethoxyethyl)cyclopentan-1,3-dione which was known and disclosed for example in J. Org. Chem., 31, 1489 (1966). The mixture was reacted at room temperature for 5 hours. After reaction, 10 ml of tetrahydrofuran (THF) was added. The insolubles were filtered and recrystallized from ethanol to obtain 0.6 g of Compound mentioned above (yield: 41%).

Workup

  1. customThe mixture was reacted at room temperature for 5 hours
  2. additionwas added
  3. filtrationThe insolubles were filtered
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-c1b4db3abb4e4a6ea876d62fe33ed2ce
Source dataset
uspto-grants-2002_03
Patent number
US06355668B1

Reaction notes

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