2-Methoxyethylamine → HCID 3431203, compound

HRID 1710917Notes

Reaction equation

HRID 1710917 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][NH2:5].[Br:6][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=1)[CH2:10]Br.CCN(CC)CC>COCCOC>[Br:6][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=1)[CH2:10][NH:5][CH2:4][CH2:3][O:2][CH3:1]

Participants

5

Reactant 3

HCID 80182-MethoxyethylamineHCID 8471TriethylamineHCID 699793-Bromobenzyl bromide

Product 1

HCID 3431203HCID 3431203, compoundYield 81.9%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of 2-methoxyethanamine (900 mg, 12 mmol) in DME (15 mL) was added 3-bromobenzylbromide (2.5 g, 10 mmol) and the reaction mixture was stirred at 40° C. (scheme 14). After 30 minutes, Et3N (1.01 g, 10 mmol) was added and the reaction was allowed to stir for another 10 minutes, filtered and the filtrate was concentrated to afford bromide 64 as a colorless oil (2.0 g, 80% yield). MS (m/z): 244.1/246.1 (M+H).

Workup

  1. stirringto stir for another 10 minutes
  2. filtrationfiltered
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-52c4e73949c44d5ca43226349866b664
Source dataset
uspto-grants-2010_09
Patent number
US07790729B2

Reaction notes

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