Tetrahydrofuran → HCID 15472615, compound

HRID 1084978Notes

Reaction equation

HRID 1084978 reaction equation
[CH:1](=[CH:8][C:9](=[O:11])[CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl-].[NH4+].[CH2:14]1[CH2:18]OC[CH2:15]1>[Cu]I>[CH3:18][C:14](=[CH2:15])[CH:1]([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH2:8][C:9](=[O:11])[CH3:10]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 159094-Phenyl-3-Buten-2-oneHCID 25517Ammonium Chloride

Product 1

HCID 15472615HCID 15472615, compound

Reagents, catalysts & solvents 1

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)Catalyst

Procedure

The organo magnesium compound is then added to a solution of 10 g (0.068 mole) of benzalacetone and 7% (0.97 g) of CuI in 250 ml of THF. The mixture rapidly assumes a brown colouring. After addition, it is left for a few minutes at reflux and then 12 hours at ambient temperature. Hydrolyzing takes place by the addition of the reaction mixture to crushed ice and ammonium chloride, accompanied by very vigorous stirring. After 2 hours, the mixture assumes a blue lavender shade. Extraction takes place with ether and the product is dried on sodium sulphate.

Workup

  1. additionAfter addition, it
  2. waitis left for a few minutes
  3. temperatureat reflux
  4. custom12 hours
  5. customat ambient temperature
  6. additionby the addition of the reaction mixture
  7. extractionExtraction
  8. customthe product is dried on sodium sulphate

Sources & evidence

ORD record
ord-4ba6911dbe794f94b9595193caa67e8c
Source dataset
uspto-grants-1991_04
Patent number
US05006663

Reaction notes

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