3-Methoxypropylamine → HCID 15818807, compound

HRID 2292507Notes

Reaction equation

HRID 2292507 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][NH2:6].Br[CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10]>O1CCCC1.O>[CH2:12]([O:11][C:9](=[O:10])[CH2:8][NH:6][CH2:5][CH2:4][CH2:3][O:2][CH3:1])[CH3:13]

Participants

5

Reactant 2

HCID 16723-MethoxypropylamineHCID 7748Ethyl bromoacetate

Product 1

HCID 15818807HCID 15818807, compoundYield 67.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

A solution containing 52 g of 3-methoxypropylamine in 100 ml of tetrahydrofuran is immersed in iced water and a solution containing 27 g of ethyl bromoacetate in 30 ml of tetrahydrofuran is added dropwise for 1 hour. The resultant is stirred at room temperature for 2 hours and the solvent and the excess 3-methoxypropylamine are evaporated under reduced pressure. The residue is purified by silica gel column chromatography (ethanol:dichloromethane=1:20) to obtain 19 g of the captioned compound in the form of colorless oil.

Workup

  1. additionis added dropwise for 1 hour
  2. customthe solvent and the excess 3-methoxypropylamine are evaporated under reduced pressure
  3. customThe residue is purified by silica gel column chromatography (ethanol:dichloromethane=1:20)

Sources & evidence

ORD record
ord-bfd4332dd05e48588a8b39aa324fe38d
Source dataset
uspto-grants-1997_11
Patent number
US05683998

Reaction notes

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