Ammonium Chloride → HCID 178479044, compound

HRID 849045Notes

Reaction equation

HRID 849045 reaction equation
CO[CH:3]1[CH2:9][CH2:8][CH2:7][CH2:6][CH:5]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[NH:4]1.[Cl-:17].[NH4+:18]>CO>[ClH:17].[C:11]1([CH2:10][CH:5]2[NH:4][C:3](=[NH:18])[CH2:9][CH2:8][CH2:7][CH2:6]2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 25517Ammonium ChlorideHCID 19369212HCID 19369212, compound

Product 1

HCID 178479044HCID 178479044, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title product of Example 3 (0.30 g, 1.4 mmol) and 0.06 g (1.1 mmol) of ammonium chloride (NH4Cl) were refluxed in 13 mL of methanol (MeOH) under a nitrogen atmosphere for 19 h. After cooling the reaction to room temperature, it was filtered, stripped of all solvent under reduced pressure, and partitioned between 15 mL of water and 7 mL of CH2Cl2. The organic and aqueous phases were separated and the aqueous phase was washed with a 25 mL portion of EtOAc before it was lyophilized to provide 0.24 g (92%) of the white solid title material.

Workup

  1. temperatureAfter cooling
  2. customthe reaction to room temperature
  3. filtrationit was filtered
  4. custompartitioned between 15 mL of water and 7 mL of CH2Cl2
  5. customThe organic and aqueous phases were separated
  6. washthe aqueous phase was washed with a 25 mL portion of EtOAc before it

Sources & evidence

ORD record
ord-2a35eccb8c39445fa28261a611793a20
Source dataset
uspto-grants-2000_01
Patent number
US06011028

Reaction notes

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