3-Methoxy-4-methylaniline → HCID 19776921, compound

HRID 1612864Notes

Reaction equation

HRID 1612864 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][C:9]=1[CH3:10])[NH2:6].C([O-])(O)=O.[Na+].[C:16](Cl)(=[O:21])[C:17]([CH3:20])([CH3:19])[CH3:18]>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][C:9]=1[CH3:10])[NH:6][C:16](=[O:21])[C:17]([CH3:20])([CH3:19])[CH3:18]

Participants

5

Reactant 3

HCID 278823-Methoxy-4-methylanilineHCID 62493Pivaloyl chlorideHCID 516892Sodium Bicarbonate

Product 1

HCID 19776921HCID 19776921, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5.1 g (37 mmol) of 3-methoxy-4-methylaniline are dissolved in 70 ml of methylene chloride, and treated with 70 ml of satd. NaHCO3 solution and with 4.6 ml (37 mmol) of pivaloyl chloride. After stirring vigorously for 12 hours, the organic phase is separated off, washed with 1N hydrochloric acid and water, dried over magnesium sulphate and concentrated in vacuo. The product is obtained in crystalline form and is further processed without further purification.

Workup

  1. additiontreated with 70 ml of satd
  2. customthe organic phase is separated off
  3. washwashed with 1N hydrochloric acid and water
  4. dry with materialdried over magnesium sulphate
  5. concentrationconcentrated in vacuo
  6. customThe product is obtained in crystalline form
  7. customis further processed without further purification

Sources & evidence

ORD record
ord-d4ea4008429b4ea68c913c66538941f7
Source dataset
uspto-grants-1993_03
Patent number
US05190971

Reaction notes

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