Water → HCID 54337430, compound

HRID 365941Notes

Reaction equation

HRID 365941 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:22])[CH:10](Br)[CH:11]([C:13]2[CH:18]=[CH:17][C:16]([C:19]#[N:20])=[CH:15][CH:14]=2)Br)=[CH:5][CH:4]=1)#[N:2].[CH3:23][O:24][Na].O>CO>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:22])[CH:10]=[C:11]([C:13]2[CH:18]=[CH:17][C:16]([C:19]#[N:20])=[CH:15][CH:14]=2)[O:24][CH3:23])=[CH:5][CH:4]=1)#[N:2]

Participants

5

Reactant 3

HCID 962WaterHCID 10764450HCID 10764450, compoundHCID 178418582HCID 178418582, compound

Product 1

HCID 54337430HCID 54337430, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suspension of 15 g (35.9 mmol) dibromochalcone ii in 150 mL dry MeOH (distilled from Mg metal) was heated to reflux. Freshly prepared 3N MeONa (2.49 g Na in 36 mL MeOH) was added dropwise, and stirring was continued for 30 min. The clear orange solution was cooled to room temperature, and poured into 100 mL water. The aqueous suspension was extracted with CH2Cl2 and the solvent was removed under reduced pressure. The oily orange residue crystallized in part, and was used for the next reaction without further purification.

Workup

  1. temperaturewas heated to reflux
  2. extractionThe aqueous suspension was extracted with CH2Cl2
  3. customthe solvent was removed under reduced pressure
  4. customThe oily orange residue crystallized in part
  5. customwas used for the next reaction without further purification

Sources & evidence

ORD record
ord-ed044246ac434910b4ab7ab3410b17bd
Source dataset
uspto-grants-2000_10
Patent number
US06127554

Reaction notes

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