Water → HCID 86697161, compound

HRID 237500Notes

Reaction equation

HRID 237500 reaction equation
Br[CH2:2][C@@H:3]([CH3:6])[CH2:4][OH:5].[Br:7][C:8]1[C:13]([CH3:14])=[CH:12][C:11]([OH:15])=[CH:10][C:9]=1[CH3:16].C(=O)([O-])[O-].[K+].[K+].O>C(#N)C>[Br:7][C:8]1[C:13]([CH3:14])=[CH:12][C:11]([O:15][CH2:2][C@@H:3]([CH3:6])[CH2:4][OH:5])=[CH:10][C:9]=1[CH3:16]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 819704-Bromo-3,5-dimethylphenolHCID 10986449(S)-(+)-3-Bromo-2-methyl-1-propanol

Product 1

HCID 86697161HCID 86697161, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

(S)-3-Bromo-2-methyl-1-propanol (150 mg), 4-bromo-3,5-dimethylphenol (98.5 mg) and potassium carbonate are stirred in 5 mL of acetonitrile at 80° C. for 4 h. The reaction mixture is cooled to room temperature, water is added and the reaction mixture is extracted with diethyl ether. The organic phase is separated, dried over sodium sulfate and concentrated under vacuum to give a solid, used in the next step without further purification. Yield: 130 mg.

Workup

  1. extractionthe reaction mixture is extracted with diethyl ether
  2. customThe organic phase is separated
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated under vacuum
  5. customto give a solid
  6. customused in the next step without further purification

Sources & evidence

ORD record
ord-f9e343ff26554e5aa368257b928847e3
Source dataset
uspto-grants-2014_02
Patent number
US08642585B2

Reaction notes

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