Hydrochloric Acid → HCID 20549634, compound

HRID 2058808Notes

Reaction equation

HRID 2058808 reaction equation
[CH:1](=[O:5])/[CH:2]=[CH:3]/[CH3:4].[CH3:6][C:7]1[CH:8]=[C:9]([OH:17])[C:10]([C:13]([CH3:16])([CH3:15])[CH3:14])=[CH:11][CH:12]=1.Cl>CO>[OH2:5].[CH3:12][C:7]1[CH:6]=[C:1]([OH:5])[C:2]([C:13]([CH3:14])([CH3:16])[CH3:15])=[CH:3][C:4]=1[CH:11]([C:12]1[CH:11]=[C:10]([C:13]([CH3:16])([CH3:15])[CH3:14])[C:9]([OH:17])=[CH:8][C:7]=1[CH3:6])[CH2:10][CH:9]([C:12]1[CH:11]=[C:10]([C:13]([CH3:14])([CH3:16])[CH3:15])[C:9]([OH:17])=[CH:8][C:7]=1[CH3:6])[CH3:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 69376-tert-Butyl-m-cresolHCID 447466Crotonaldehyde

Product 1

HCID 20549634HCID 20549634, compoundYield 160.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Crotonaldehyde (140 g, 2 moles) is gradually added dropwise to a stirred mixture of 984 g (6 moles) of 3-methyl-6-tert-butylphenol, 700 g of methanol and 350 ml of concentrated hydrochloric acid under gentle refluxing. Refluxing is then continued for an hour. The reaction mixture is cooled, and the precipitate is collected by filtration, washed first with 2,000 ml of 80% methanol to remove byproducts and unreacted starting materials contained in the precipitate and then with water until no inorganic substances can be detected any longer, and dried at 65°-70° C. for 5 hours, to give 903 g of 1,1,3-tris(2-methyl-4-hydroxy-5-tert-butylphenyl)butane hydrate.

Workup

  1. temperatureRefluxing
  2. waitis then continued for an hour
  3. temperatureThe reaction mixture is cooled
  4. filtrationthe precipitate is collected by filtration
  5. washwashed first with 2,000 ml of 80% methanol
  6. customto remove byproducts
  7. customdried at 65°-70° C. for 5 hours

Sources & evidence

ORD record
ord-139546cd36bc4926b292b086116c0c2f
Source dataset
uspto-grants-1982_03
Patent number
US04319051

Reaction notes

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