Hydrogen iodide → N,N-dimethyl-2-methyl-3-(3-hydroxyphenyl)valeramide

HRID 533680Notes

Reaction equation

HRID 533680 reaction equation
[CH3:1][N:2]([CH3:18])[C:3](=[O:17])[CH:4]([CH3:16])[CH:5]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14]C)[CH:9]=1)[CH2:6][CH3:7].I>>[CH3:18][N:2]([CH3:1])[C:3](=[O:17])[CH:4]([CH3:16])[CH:5]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([OH:14])[CH:9]=1)[CH2:6][CH3:7]

Participants

3

Reactant 2

HCID 24841Hydrogen iodideHCID 67306944Benzenepropanamide, beta-ethyl-3-methoxy-N,N,alpha-trimethyl-

Product 1

HCID 67478908N,N-dimethyl-2-methyl-3-(3-hydroxyphenyl)valeramide

Procedure

The steps are: add compound 7 into a reaction flask, add hydroiodic acid, perform heating and reflux for 5 hours; detect the reaction process by TLC; after that, cool the resultant to the room temperature, pour it to an alkaline solution to make the pH become 9, and perform extraction by ethyl acetate and rinse by water; and recycle the solvent after drying and decompression to obtain a light yellow liquid, N,N-dimethyl-2-methyl-3-(3-hydroxyphenyl) valeramide (compound 9).

Workup

  1. temperatureperform heating
  2. temperaturereflux for 5 hours
  3. additionpour it to an alkaline solution
  4. extractionextraction by ethyl acetate
  5. washrinse by water
  6. customafter drying

Sources & evidence

ORD record
ord-c2f9223da66744f39d6b3ee893b1c5ed
Source dataset
uspto-grants-2014_10
Patent number
US08853393B2

Reaction notes

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