p-Toluidine → HCID 21420822, compound

HRID 441363Notes

Reaction equation

HRID 441363 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][CH:3]=1.[CH2:9](Br)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].[OH-].[Na+]>O>[CH2:9]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][CH:3]=1)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]

Participants

5

Reactant 3

HCID 7813p-ToluidineHCID 127421-BromononaneHCID 14798Sodium Hydroxide

Product 1

HCID 21420822HCID 21420822, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A stirred mixture of p-toluidine (1100 parts) and nonyl bromide (478 parts) was heated on a steam bath for 20 hours, cooled and diluted with water (200 parts). The mixture was then made alkaline with caustic soda and after separation of the aqueous phase the residual oil was distilled under reduced pressure to obtain N-nonyl-p-toluidine (452 parts) as a pale yellow oil boiling at 136°-140° C. at 0.8 mm.

Workup

  1. temperaturewas heated on a steam bath for 20 hours
  2. temperaturecooled
  3. customafter separation of the aqueous phase the residual oil
  4. distillationwas distilled under reduced pressure

Sources & evidence

ORD record
ord-d789c5bc99254f0d8e4f1e3a21c9aa73
Source dataset
uspto-grants-1977_08
Patent number
US04039612

Reaction notes

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