2-Chloroethyl methyl ether → 1-Bromo-2-ethyl-5-ethoxymethoxybenzene

HRID 584301Notes

Reaction equation

HRID 584301 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([OH:10])[CH:5]=[CH:6][C:7]=1[CH2:8][CH3:9].[CH3:11][O:12][CH2:13][CH2:14]Cl>>[Br:1][C:2]1[CH:3]=[C:4]([O:10][CH2:11][O:12][CH2:13][CH3:14])[CH:5]=[CH:6][C:7]=1[CH2:8][CH3:9]

Participants

3

Reactant 2

HCID 123162-Chloroethyl methyl etherHCID 223455883-Bromo-4-ethylphenol

Product 1

HCID 223456161-Bromo-2-ethyl-5-ethoxymethoxybenzene

Procedure

In a manner similar to that of Example 1(e), by reacting 13 g (65 mmol) of 3-bromo-4-ethylphenol with 6.7 ml (72 mmol) of methoxyethyl chloride, and after purification by chromatography on a column of silica eluted with a mixture of heptane and ethyl acetate (90/10), 12 g (76%) of the expected product are obtained in the form of a yellow oil.

Workup

  1. customafter purification by chromatography on a column of silica
  2. washeluted with a mixture of heptane and ethyl acetate (90/10), 12 g (76%) of the expected product
  3. customare obtained in the form of a yellow oil

Sources & evidence

ORD record
ord-4c73d5adae1e4cc19265abee89b64b8f
Source dataset
uspto-grants-2005_08
Patent number
US06924400B2

Reaction notes

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