Potassium Carbonate → HCID 87827190, compound

HRID 1271642Notes

Reaction equation

HRID 1271642 reaction equation
[C:1]([C:5]1[CH:11]=[C:10]([OH:12])[CH:9]=[CH:8][C:6]=1[OH:7])([CH3:4])([CH3:3])[CH3:2].C([O-])([O-])=O.[K+].[K+].Br[CH2:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22]>C(#N)C>[C:24]([O:23][C:21](=[O:22])[CH2:20][O:12][C:10]1[CH:9]=[CH:8][C:6]([OH:7])=[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[CH:11]=1)([CH3:27])([CH3:26])[CH3:25]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 16043Tert-ButylhydroquinoneHCID 79177tert-Butyl bromoacetate

Product 1

HCID 87827190HCID 87827190, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

tert-Butyl-hydroquinone (500 mg, 3.0 mmol) and K2CO3 (1.11 g, 8.0 mmol) were mixed in acetonitrile (4 mL). t-Butyl bromoacetate (0.53 mL, 3.6 mmol) was added and the mixture was heated to reflux. After the reaction was over, it was concentrated and purified by silica gel chromatography (10% –25% EtOAc/Hexane) to give the title phenol (230 mg, 40%). MS (DCI) m/z 297 (M+H)+.

Workup

  1. temperaturethe mixture was heated to reflux
  2. concentrationwas concentrated
  3. custompurified by silica gel chromatography (10% –25% EtOAc/Hexane)

Sources & evidence

ORD record
ord-14eea86138164474b42025432dee41f1
Source dataset
uspto-grants-2007_04
Patent number
US07205409B2

Reaction notes

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