Bromotrimethylsilane → 7-Bromomethyl-1-(2-methoxyethoxy)naphthalene

HRID 252416Notes

Reaction equation

HRID 252416 reaction equation
[Br:1][Si](C)(C)C.[CH3:6][O:7][CH2:8][CH2:9][O:10][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]2[C:20]=1[CH:19]=[C:18]([CH2:21]O)[CH:17]=[CH:16]2>C(Cl)(Cl)Cl>[Br:1][CH2:21][C:18]1[CH:19]=[C:20]2[C:15]([CH:14]=[CH:13][CH:12]=[C:11]2[O:10][CH2:9][CH2:8][O:7][CH3:6])=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 76113BromotrimethylsilaneHCID 66889067[8-(2-Methoxyethoxy)naphthalen-2-yl]methanol

Product 1

HCID 668888517-Bromomethyl-1-(2-methoxyethoxy)naphthalene

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

0.198 ml of bromotrimethylsilane are added dropwise at room temperature to a solution of 0.23 g of [8-(2-methoxyethoxy)naphthalen-2-yl]methanol in 5 ml of chloroform. After 1 hour, the reaction mixture is concentrated by evaporation. The title compound is identified on the basis of the Rf value from the residue by means of flash chromatography (SiO2 60F).

Workup

  1. concentrationthe reaction mixture is concentrated by evaporation

Sources & evidence

ORD record
ord-0b30b426fefa4dc49a3ba9673146b37e
Source dataset
uspto-grants-2011_01
Patent number
US07868036B2

Reaction notes

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