4-Nonylphenol → HCID 86739994, compound

HRID 2164706Notes

Reaction equation

HRID 2164706 reaction equation
CCC[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13](O)=[CH:14][CH:15]=1.[CH:17]([OH:20])([CH3:19])[CH3:18].[OH-].[Na+].[CH2:23](Cl)[CH:24]=[CH2:25]>O>[CH2:6]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][O:20][C:17]1[CH:19]=[CH:25][CH:24]=[CH:23][CH:18]=1)[CH:5]=[CH2:4]

Participants

6

Reactant 4

HCID 17524-NonylphenolHCID 3776IsopropanolHCID 7850Allyl chlorideHCID 14798Sodium Hydroxide

Product 1

HCID 86739994HCID 86739994, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Commercially available nonylphenol was mixed with 300 g isopropyl alcohol and 60 g of 50% NaOH to give a homogeneous solution. Allyl chloride (80 ml=1.2 equiv.) was added dropwise at 40° C. over 20 minutes. The mixture was digested five hours at 75° C. Water, 150 g, was added to dissolve the precipitated salt. The resulting mixture separated into two phases. The top layer was stripped of solvent to give 197 g crude product of hydroxyl value 0.19 meq/g. Conversion was calculated to be 95%.

Workup

  1. customto give a homogeneous solution
  2. dissolutionto dissolve the precipitated salt
  3. customThe resulting mixture separated into two phases

Sources & evidence

ORD record
ord-b61e0393e2924a5d9b991c3104afae4d
Source dataset
uspto-grants-1985_03
Patent number
US04507211

Reaction notes

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