Water → HCID 54337430, compound

HRID 613432Notes

Reaction equation

HRID 613432 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 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 solyent 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 solyent 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-2bbbe608b3334c05a323f40f1bae9680
Source dataset
uspto-grants-1999_12
Patent number
US06008247

Reaction notes

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