Acrylic Acid → 3,5-Di-tert-butyl-4-hydroxyphenyl prop-2-enoate

HRID 1606567Notes

Reaction equation

HRID 1606567 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(OC(=O)C(F)(F)F)=O.[C:30](O)(=[O:33])[CH:31]=[CH2:32]>>[C:30]([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:33])[CH:31]=[CH2:32]

Participants

4

Reactant 3

HCID 6581Acrylic AcidHCID 9845Trifluoroacetic anhydrideHCID 755502,6-Di-tert-butylhydroquinone

Product 1

HCID 203290163,5-Di-tert-butyl-4-hydroxyphenyl prop-2-enoate

Procedure

3,5-di tert.butyl-4-hydroxyphenyl acrylate was prepared by stirring a mixture of 22 grams of 2,6-di tert.butyl hydroquinone, 25.2 grams of trifluoroacetic acid anhydride, and 9.4 grams of acrylic acid for 4 hours at room temperature. The product was precipitated by adding 100 milliliters of water to the reaction mixture and was then filtered off and dried. After recrystallizing twice from hexane, there was obtained 13.3 grams of product of melting point 100° C. to 102° C.

Workup

  1. customThe product was precipitated
  2. additionby adding 100 milliliters of water to the reaction mixture
  3. filtrationwas then filtered off
  4. customdried
  5. customAfter recrystallizing twice from hexane

Sources & evidence

ORD record
ord-1a4b6b9a04b44855a983c4586ea77c3c
Source dataset
uspto-grants-1976_04
Patent number
US03953402

Reaction notes

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