Trifluoroacetic acid → HCID 86733318, compound

HRID 1606569Notes

Reaction equation

HRID 1606569 reaction equation
[C:1]([C:5]1[CH:11]=[C:10]([OH:12])[CH:9]=[C:8]([C:13]([CH3:16])([CH3:15])[CH3:14])[C:6]=1[OH:7])([CH3:4])([CH3:3])[CH3:2].FC(F)(F)C(O)=O.[C:24]1(=[O:30])[O:29][C:27](=[O:28])[CH:26]=[CH:25]1>O>[C:24]([O:12][C:10]1[CH:11]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:6]([OH:7])=[C:8]([C:13]([CH3:16])([CH3:15])[CH3:14])[CH:9]=1)(=[O:30])/[CH:25]=[CH:26]\[C:27]([OH:29])=[O:28]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7923Maleic AnhydrideHCID 755502,6-Di-tert-butylhydroquinone

Product 1

HCID 86733318HCID 86733318, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3,5-di tert.butyl-4-hydroxyphenyl hydrogen maleate was prepared by stirring a mixture of 15.5 grams of 2,6-di tert.butyl hydroquinone, 10 grams of trifluoroacetic acid and 8.6 grams maleic anhydride for 12 hours at 35° C. to 40° C. Addition of 100 milliliters of water resulted in the precipitation of a light brown paste which crystallized when mixed with petroleum ether. The solid was filtered off and washed twice with petroleum ether yielding 10.5 grams of product melting at 120° C. to 125° C.

Workup

  1. customresulted in the precipitation of a light brown paste which
  2. customcrystallized when
  3. additionmixed with petroleum ether
  4. filtrationThe solid was filtered off
  5. washwashed twice with petroleum ether yielding 10.5 grams of product melting at 120° C. to 125° C.

Sources & evidence

ORD record
ord-72ffb5c3b3d745cbb79164221e1ce398
Source dataset
uspto-grants-1976_04
Patent number
US03953402

Reaction notes

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