2,6-Di-tert-butyl-4-mercaptophenol → HCID 15056307, compound

HRID 703102Notes

Reaction equation

HRID 703102 reaction equation
[CH3:1][C:2]([C:5]1[CH:10]=[C:9]([SH:11])[CH:8]=[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:6]=1[OH:16])([CH3:4])[CH3:3].[CH3:17][C:18](=[CH2:26])[C:19]([N:21]1[CH2:25][CH2:24][CH2:23][CH2:22]1)=[O:20]>C1(C)C=CC=CC=1>[CH3:4][C:2]([C:5]1[CH:10]=[C:9]([S:11][CH2:17][CH:18]([CH3:26])[C:19]([N:21]2[CH2:25][CH2:24][CH2:23][CH2:22]2)=[O:20])[CH:8]=[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:6]=1[OH:16])([CH3:1])[CH3:3]

Participants

4

Reactant 2

HCID 703702,6-Di-tert-butyl-4-mercaptophenolHCID 10236010HCID 10236010, compound

Product 1

HCID 15056307HCID 15056307, compoundYield 21.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Following the procedure of Example 4, 2,6-bis(1,1-dimethylethyl)-4-mercaptophenol (2.0 g, 0.008 mole) and 1-(2-methyl-1-oxo-2-propenyl)pyrrolidine (1.1 g, 0.008 mole) were dissolved in toluene (20 ml) under an argon atmosphere and refluxed for 24 hours. The solvent was removed and the product purified by chromatography on silica, and recrystallized from hexane to yield the product as a white solid (0.65 g), m.p. 125°-126° C.

Workup

  1. temperaturerefluxed for 24 hours
  2. customThe solvent was removed
  3. customthe product purified by chromatography on silica
  4. customrecrystallized from hexane

Sources & evidence

ORD record
ord-7c688e26d984473dbdbdc6e2292d3afb
Source dataset
uspto-grants-1991_01
Patent number
US04981853

Reaction notes

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