1-Bromopropane → 1-Bromo-2-methoxy-4-propoxybenzene

HRID 330833Notes

Reaction equation

HRID 330833 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[O:9][CH3:10].Br[CH2:12][CH2:13][CH3:14].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:12][CH2:13][CH3:14])=[CH:4][C:3]=1[O:9][CH3:10]

Participants

6

Reactant 3

HCID 78401-BromopropaneHCID 11430Potassium CarbonateHCID 3479554-Bromo-3-methoxyphenol

Product 1

HCID 195949351-Bromo-2-methoxy-4-propoxybenzene

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

1.50 g (7.39 mmol) 4-bromo-3-methoxy-phenol are added to 1.36 g (11.1 mmol) 1-bromopropane in 10 mL DMF. 2.04 g (14.8 mmol) K2CO3 are added and the mixture is stirred at 80° C. for 12 h. After that time, the mixture is diluted with water and extracted with DCM. The organic layer is dried over sodium sulphate and the solvent is removed in vacuo.

Workup

  1. extractionextracted with DCM
  2. dry with materialThe organic layer is dried over sodium sulphate
  3. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-9a1efe617e9941eab7eea8d90018e4c0
Source dataset
uspto-grants-2014_11
Patent number
US08877754B2

Reaction notes

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