Aniline → Butyl Glycolate

HRID 1758032Notes

Reaction equation

HRID 1758032 reaction equation
NC1C=CC=CC=1.CC/C=C\C/C=C\C/C=C\CCCCCCCC(O)=[O:26].ClC(Cl)=C(Cl)Cl.[C:34]([O:37][CH2:38][CH2:39][CH2:40][CH3:41])(=[O:36])[CH3:35]>C(O)CCC>[C:34]([O:37][CH2:38][CH2:39][CH2:40][CH3:41])(=[O:36])[CH2:35][OH:26]

Participants

6

Reactant 4

HCID 6115AnilineHCID 31272Butyl AcetateHCID 31373TetrachloroethyleneHCID 5280934Linolenic Acid

Product 1

HCID 81882Butyl Glycolate

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
100 °C

Procedure

87.7 parts of an epoxide obtained from 2,2-bis-(4'-hydroxyphenyl)-propane and epichlorohydrin (0.05 epoxy group equivalent, the epoxide containing 0.57 epoxy group equivalent/kg) are dissolved in 27.5 parts of butyl acetate and 5 parts of n-butanol. 2.3 parts of aniline (0.025 mol) and 7.25 parts of a technical mixture of about 75% of C36 dimerised acid and about 25% of C54 trimerised acid, based on linoleic acid and linolenic acid (0.025 acid equivalent, the mixture containing 3.45 acid equivalents/kg) are added to this solution. The reaction mixture is heated to 100° C. and kept at this temperature for 3 hours. Dilution with 65.5 parts of perchloroethylene and 47.8 parts of butyl glycolate gives a clear, viscous solution of the reaction product, the solution having a solids content of 40% and an acid number of 17.

Workup

  1. additionthe mixture containing 3.45 acid equivalents/kg)
  2. additionare added to this solution

Sources & evidence

ORD record
ord-9b5f7e9c0a2e4b41a05b8425ef69028c
Source dataset
uspto-grants-1983_02
Patent number
US04371637

Reaction notes

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