Potassium Hydroxide → HCID 20064194, compound

HRID 359733Notes

Reaction equation

HRID 359733 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].Br[CH:18]([CH2:24][CH2:25][CH3:26])[C:19]([O:21][CH2:22][CH3:23])=[O:20].[OH-].[K+]>CC(C)=O>[CH3:4][C:2]([C:5]1[CH:10]=[C:9]([S:11][CH:18]([CH2:24][CH2:25][CH3:26])[C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:8]=[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:6]=1[OH:16])([CH3:1])[CH3:3]

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 703702,6-Di-tert-butyl-4-mercaptophenolHCID 79071Ethyl 2-bromovalerate

Product 1

HCID 20064194HCID 20064194, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 2,6-bis(1,1-dimethylethyl)-4-mercaptophenol (2.38 g, 0.01 mole) and ethyl 2-bromopentanoate (2.09 g, 0.01 mole) in acetone (100 ml) was added potassium hydroxide flakes (1.68 g, 0.03 mole) The mixture was stirred at room temperature for one hour and then concentrated in vacuo to an oil. The oil was added to water (50 ml) and extracted with diethyl ether, dried over sodium sulfate, filtered, and concentrated in vacuo to an oil. Chromatography on silica gel gave the title compound.

Workup

  1. concentrationconcentrated in vacuo to an oil
  2. additionThe oil was added to water (50 ml)
  3. extractionextracted with diethyl ether
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo to an oil

Sources & evidence

ORD record
ord-2a03a93197b84e979e97c38a84a674d6
Source dataset
uspto-grants-1991_03
Patent number
US05002967

Reaction notes

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