(3-Bromopropoxy)(tert-butyl)dimethylsilane → HCID 10845841, compound

HRID 446521Notes

Reaction equation

HRID 446521 reaction equation
Br[CH2:2][CH2:3][CH2:4][O:5][Si:6]([C:9]([CH3:12])([CH3:11])[CH3:10])([CH3:8])[CH3:7].[CH3:13][NH2:14].CO>CO>[Si:6]([O:5][CH2:4][CH2:3][CH2:2][NH:14][CH3:13])([C:9]([CH3:12])([CH3:11])[CH3:10])([CH3:8])[CH3:7]

Participants

4

Reactant 2

HCID 607486(3-Bromopropoxy)(tert-butyl)dimethylsilaneHCID 57454252Monomethylamine methanol

Product 1

HCID 10845841HCID 10845841, compoundYield 65.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(3-Bromopropoxy)(tert-butyl)dimethylsilane (1.65 g, 6.52 mmol) was dissolved in methanol (13 mL), and the mixture was added to a 40% methyl amine-methanol solution (13.3 mL, 130.0 mmol) under ice cooling, and the mixture was stirred overnight at room temperature. The solvent was evaporated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (ethyl acetate:methanol=10:1→methylene chloride:methanol=10:1, v/v) to give the title compound (864 mg; yield, 65%) as a yellow oily substance.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe resulting residue was purified by silica gel column chromatography (ethyl acetate

Sources & evidence

ORD record
ord-7fdbddf7dd0145839dc71bb34d19fc1a
Source dataset
uspto-grants-2013_07
Patent number
US08476253B2

Reaction notes

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