Hydrochloric Acid → HCID 68582983, compound

HRID 2236348Notes

Reaction equation

HRID 2236348 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[C:5]([O:10][CH3:11])[CH:4]=1)#[N:2].[CH3:12][C:13](O)([CH:15]([CH3:17])[CH3:16])[CH3:14].S(=O)(=O)(O)[OH:20].Cl>O.C(O)(=O)C>[CH3:12][C:13]([NH:2][C:1](=[O:20])[C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[C:5]([O:10][CH3:11])[CH:4]=1)([CH3:14])[CH:15]([CH3:17])[CH3:16]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 1118Sulfuric AcidHCID 116702,3-Dimethylbutan-2-olHCID 781354-Hydroxy-3-methoxybenzonitrile

Product 1

HCID 68582983HCID 68582983, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

A mixture of 1.0 g of 4-cyano-2-methoxyphenol, 0.6 g of 2,3-dimethyl-2-butanol and 9 ml of acetic acid was slowly added dropwise to 3 ml of concentrated sulfuric acid. The mixture obtained was stirred at room temperature for 2 hours. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was separated with aqueous sodium hydroxide solution and the aqueous layer obtained was acidified with dilute hydrochloric acid and extracted with ethyl acetate. The organic layer was concentrated under reduced pressure and the residue obtained was subjected to silica gel column chromatography to obtain 0.6 g of N-(1,1,2-trimethylpropyl)-4-hydroxy-3-methoxybenzamide. N-(1,1,2-trimethylpropyl)-4-hydroxy-3-methoxybenzamide:

Workup

  1. customThe mixture obtained
  2. extractionthe mixture was extracted with ethyl acetate
  3. customThe organic layer was separated with aqueous sodium hydroxide solution
  4. customthe aqueous layer obtained
  5. extractionextracted with ethyl acetate
  6. concentrationThe organic layer was concentrated under reduced pressure
  7. customthe residue obtained

Sources & evidence

ORD record
ord-b3c2b552b0ec466d8d193b9de398e1f7
Source dataset
uspto-grants-2010_05
Patent number
US07714168B2

Reaction notes

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