Ammonium Chloride → HCID 22063451, compound

HRID 12095Notes

Reaction equation

HRID 12095 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10](=[O:12])[CH3:11])=[CH:5][CH:4]=1)[CH3:2].[CH3:13][Mg]Br.[Cl-].[NH4+]>C(OCC)C>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([CH3:13])([OH:12])[CH3:11])=[CH:5][CH:4]=1)[CH3:2]

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 70192734-ETHYLPHENYLACETONEHCID 178418573HCID 178418573, compound

Product 1

HCID 22063451HCID 22063451, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

14.8 g (90 mmol) of 1-(4-ethylphenyl)propan-2-one dissolved in diethyl ether is added dropwise to 39 mL of a 3 molar solution of methylmagnesium bromide in diethyl ether while being cooled with an ice bath in such a way that the temperature does not exceed 30° C. After the addition has ended, the reaction mixture is refluxed for 1.5 hours and then hydrolyzed with 10% ammonium chloride solution. After the removal of the organic phase, the aqueous phase is extracted with diethyl ether. The combined ether phases are washed with water, dried with sodium sulfate, and evaporated down. The oil thus obtained is further reacted directly. Yield: 15.5 g (90%).

Workup

  1. temperaturewhile being cooled with an ice bath in such a way that the temperature
  2. customdoes not exceed 30° C
  3. additionAfter the addition
  4. temperaturethe reaction mixture is refluxed for 1.5 hours
  5. customAfter the removal of the organic phase
  6. extractionthe aqueous phase is extracted with diethyl ether
  7. washThe combined ether phases are washed with water
  8. dry with materialdried with sodium sulfate
  9. customevaporated down
  10. customThe oil thus obtained
  11. customis further reacted directly

Sources & evidence

ORD record
ord-8627ea437cdb47b29433fbbf7c6e18c6
Source dataset
uspto-grants-2010_06
Patent number
US07727984B2

Reaction notes

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