P-Anisidine → HCID 20549199, compound

HRID 1413089Notes

Reaction equation

HRID 1413089 reaction equation
[CH2:1]([C:3]1([C:11](Cl)=[O:12])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH:4]1[CH3:10])C.[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=1>CCOCC>[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([NH:22][C:11]([C:3]2([CH2:9][CH3:8])[CH2:1][CH2:7][CH2:6][CH2:5][CH:4]2[CH3:10])=[O:12])=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 7732P-AnisidineHCID 20549168HCID 20549168, compound

Product 1

HCID 20549199HCID 20549199, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent3×

Procedure

1-Ethyl-2-methylcycloheptanecarbonyl chloride (1.5 g, 0.007 mole) in ether (10 ml.) was added to a stirred solution of p-anisidine (0.01 mole) in ether (30 ml.). A further quantity of ether (100 ml.) was added and the solution was washed with dilute hydrochloric acid, dilute sodium hydroxide and then with water. The ether solution was dried (MgSO4) and the solvent was removed by distillation. The residue was recrystallised from 40-60 petroleum ether to give N-(p-Methoxyphenyl)-1-ethyl-2-methylcyclohexanecarboxamide, mp. 107°.

Workup

  1. washthe solution was washed with dilute hydrochloric acid, dilute sodium hydroxide
  2. dry with materialThe ether solution was dried (MgSO4)
  3. customthe solvent was removed by distillation
  4. customThe residue was recrystallised from 40-60 petroleum ether

Sources & evidence

ORD record
ord-b8e7a0b173ad4275abbfea1e21cb7593
Source dataset
uspto-grants-1981_02
Patent number
US04248859

Reaction notes

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