Hydrochloric Acid → HCID 22063454, compound

HRID 1666165Notes

Reaction equation

HRID 1666165 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([NH:13]C(=O)C)([CH3:12])[CH3:11])=[CH:5][CH:4]=1)[CH3:2].[OH-].[K+].Cl.C(OCC)C>C(O)CO.C(#N)C>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([NH2:13])([CH3:12])[CH3:11])=[CH:5][CH:4]=1)[CH3:2]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 14797Potassium HydroxideHCID 22063473HCID 22063473, compound

Product 1

HCID 22063454HCID 22063454, compound

Reagents, catalysts & solvents 2

HCID 174Ethylene GlycolSolventHCID 6342AcetonitrileSolvent

Procedure

16.3 g (74 mmol) of N-[2-(4-ethylphenyl)-1,1-dimethylethyl]acetamide and 8.0 g of potassium hydroxide are refluxed for 15 hours in 60 mL ethylene glycol. The reaction mixture is combined with ice water and extracted three times with diethyl ether. The combined organic phases are washed with water, dried with sodium sulfate, and freed from solvent. To prepare the hydrochloride, the crude product is dissolved in acetonitrile and ethereal hydrochloric acid and diethyl ether are added successively. The solid precipitated is suction filtered and dried. Yield: 11.0 g (69%, hydrochloride); melting point 165° C.-167° C.

Workup

  1. extractionextracted three times with diethyl ether
  2. washThe combined organic phases are washed with water
  3. dry with materialdried with sodium sulfate
  4. customTo prepare the hydrochloride
  5. customThe solid precipitated
  6. filtrationfiltered
  7. customdried

Sources & evidence

ORD record
ord-673d2240aed54f2da0d14f5dee1637ae
Source dataset
uspto-grants-2011_10
Patent number
US08044046B2

Reaction notes

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