Sulfuric Acid → HCID 18680189, compound

HRID 1633807Notes

Reaction equation

HRID 1633807 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([NH:11][C:12]([CH3:22])([CH:19]([CH3:21])[CH3:20])[C:13](=[O:18])[CH2:14]C([O-])=O)=[O:10])=[CH:4][CH:3]=1.CC(O)C.S(=O)(=O)(O)O.[OH-].[Na+]>O>[CH3:22][C:12]([NH:11][C:9](=[O:10])[CH2:8][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1)([CH:19]([CH3:21])[CH3:20])[C:13](=[O:18])[CH3:14]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 3776IsopropanolHCID 14798Sodium HydroxideHCID 18680201HCID 18680201, compound

Product 1

HCID 18680189HCID 18680189, compoundYield 96.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

In a reactor were placed 2.5 g (0.007 mole) of 4-[(4-chlorophenyl)acetylamino]-4,5-dimethyl-3-oxohexanoate, 7 ml of 2-propanol, 8 ml of water and 0.7 ml of concentrated sulfuric acid. The mixture was refluxed for 5 hours with heating, to give rise to a reaction. After the completion of the reaction, the reaction mixture was cooled at room temperature. 20 ml of water was added. The mixture was neutralized with a 23% aqueous sodium hydroxide solution. The precipitated crystals were collected by filtration to obtain 2.37 g (0.0067 mole) of N-[1-methyl-1-(methylethyl)-2-oxopropyl]-(4-chlorophenyl)acetamide (yield=96.3%).

Workup

  1. customIn a reactor were placed
  2. temperatureThe mixture was refluxed for 5 hours
  3. temperaturewith heating
  4. customto give rise
  5. customto a reaction
  6. customAfter the completion of the reaction
  7. filtrationThe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-688b337f6955499ba9c2f9e48228e4ae
Source dataset
uspto-grants-2003_01
Patent number
US06504046B1

Reaction notes

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