2-Methoxyethylamine → HCID 3431203, compound

HRID 1261216Notes

Reaction equation

HRID 1261216 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-4e428f757e2140d5a284ca3367d9ee30
Source dataset
uspto-grants-2013_06
Patent number
US08470850B2

Reaction notes

Loading…