Dimethylformamide → HCID 22734142, compound

HRID 1057922Notes

Reaction equation

HRID 1057922 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:9][CH3:10])=[C:6]([OH:8])[CH:7]=1.Cl[CH2:12][C:13]([CH3:15])=[CH2:14].C(=O)([O-])[O-].[K+].[K+].CN(C=O)C>C1(C)C=CC=CC=1>[CH3:14][C:13](=[CH2:12])[CH2:15][O:8][C:6]1[CH:7]=[C:2]([Br:1])[CH:3]=[CH:4][C:5]=1[O:9][CH3:10]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 112413-Chloro-2-methyl-1-propeneHCID 11430Potassium CarbonateHCID 1422285-Bromo-2-methoxyphenol

Product 1

HCID 22734142HCID 22734142, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 5-bromo-2-methoxyphenol (17.8 g), 3-chloro-2-methyl-1-propene (13.0 ml), potassium carbonate (18.2 g), and DMF (150 ml) was stirred at 80° C. for 2 hours. The mixture was diluted with toluene, washed with a saturated saline and dried over anhydrous magnesium sulfate, and the solvent was distilled off to give Compound IIa-a (22.2 g, 98.4%) as a colorless oily substance.

Workup

  1. washwashed with a saturated saline
  2. dry with materialdried over anhydrous magnesium sulfate
  3. distillationthe solvent was distilled off
  4. customto give Compound IIa-a (22.2 g, 98.4%) as a colorless oily substance

Sources & evidence

ORD record
ord-6ab2600867294f369de10c86b47c9af5
Source dataset
uspto-grants-2003_02
Patent number
US06514996B2

Reaction notes

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