Hydrochloric Acid → HCID 13012107, compound

HRID 973165

Reaction equation

HRID 973165 reaction equation
[CH2:1]([C:9]1[CH:14]=[CH:13][C:12]([C:15](=O)[CH3:16])=[CH:11][CH:10]=1)[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C([O-])=O.[NH4+:21].[ClH:22]>O>[ClH:22].[CH3:16][CH:15]([NH2:21])[C:12]1[CH:13]=[CH:14][C:9]([CH2:1][CH2:2][C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 699181-(4-(2-Phenylethyl)phenyl)ethan-1-oneHCID 2723923Ammonium formate

Product 1

HCID 13012107HCID 13012107, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 87.5 g (0.39 mole) of 4'-phenethylacetophenone, M.P. 67°-70° C., prepared according to R. E. Lutz et al., J. Org. Chem. 12, 617 (1947), and 98.5 g (1.56 mole) of ammonium formate is slowly heated to 150° C. with stirring. After the initial foaming has subsided the temperature of the heating bath is raised to 185°-190° C. for a period of 4 hours. Upon cooling, the mixture is treated with several portions of water. To the residue is added 75 ml of concentrated HCl. The mixture is refluxed for 2 hours and is allowed to cool. The resulting solid is collected, washed with several portions of benzene and is recrystallized from isopropanol containing about 5% of water to yield 74.0 g (73% yield) of the desired product, M.P. 212°-214° C.

Workup

  1. customprepared
  2. temperatureis raised to 185°-190° C. for a period of 4 hours
  3. temperatureUpon cooling
  4. temperatureThe mixture is refluxed for 2 hours
  5. temperatureto cool
  6. customThe resulting solid is collected
  7. washwashed with several portions of benzene
  8. customis recrystallized from isopropanol containing about 5% of water

Sources & evidence

ORD record
ord-4037f449b0584a0ba4a4169e7dfdb160
Source dataset
uspto-grants-1977_10
Patent number
US04055561

Linked notes

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