1-Bromohexadecane → HCID 13019275, compound

HRID 1702675Notes

Reaction equation

HRID 1702675 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.Br[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26].C(=O)([O-])[O-].[K+].[K+]>CN(C)P(N(C)C)(N(C)C)=O.O>[CH2:26]([NH:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1)[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH3:11]

Participants

6

Reactant 3

HCID 82131-BromohexadecaneHCID 11430Potassium CarbonateHCID 133964-Aminobenzonitrile

Product 1

HCID 13019275HCID 13019275, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 12679HexamethylphosphoramideSolvent

Procedure

A sample of p-aminobenzonitrile is treated at 135° for 15 hours with equimolar quantities of 1-bromohexadecane and anhydrous potassium carbonate in hexamethylphosphoramide. Upon cooling the mixture is diluted with water and extracted with ether. Evaporation of the ether extracts and recrystallization of the residue yields p-(hexadecylamino)benzonitrile.

Workup

  1. temperatureUpon cooling the mixture
  2. extractionextracted with ether
  3. customEvaporation of the ether extracts and recrystallization of the residue

Sources & evidence

ORD record
ord-a1c1ced5b98845e3b768a7eeab4add56
Source dataset
uspto-grants-1982_09
Patent number
US04348399

Reaction notes

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