Tetrafluoroboric acid → HCID 13710013, compound

HRID 64942Notes

Reaction equation

HRID 64942 reaction equation
[C:1]([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])[CH3:2].F[B-](F)(F)F.[H+]>>[C:1]([C:5]1[CH:10]=[C:9]([S:11][CH:1]([S:11][C:9]2[CH:8]=[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:6]([OH:16])=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH:10]=2)[CH:5]2[CH2:10][CH2:9][CH:8]=[CH:7][CH2:6]2)[CH:8]=[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:6]=1[OH:16])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 28118Tetrafluoroboric acidHCID 703702,6-Di-tert-butyl-4-mercaptophenol

Product 1

HCID 13710013HCID 13710013, compoundYield 113.1%

Procedure

A solution of 10 grams of 2,6-di-tert-butyl-4-mercaptophenol and 2.3 grams of cyclohex-3-enyl carboxaldehyde is charged to a flame-dried flask and treated with 1.0 ml of tetrafluoroboric acid and stirred for two hours. The reaction mixture is extracted with aqueous sodium bicarbonate and dried over anhydrous magnesium sulfate. The solvent is stripped in vacuo, and the residue recrystallized from acetonitrile to give 9.0 grams (76% yield) of white crystals, mp 122°-125° C.

Workup

  1. extractionThe reaction mixture is extracted with aqueous sodium bicarbonate
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customthe residue recrystallized from acetonitrile

Sources & evidence

ORD record
ord-4c01c13ab0d540dda6de09615acc47a9
Source dataset
uspto-grants-1986_09
Patent number
US04611023

Reaction notes

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