4-Methoxybenzylamine → HCID 58003718, compound

HRID 387417Notes

Reaction equation

HRID 387417 reaction equation
CS([CH2:5][CH:6]=[CH:7][CH2:8]S(C)(=O)=O)(=O)=O.[CH3:13][O:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19][NH2:20])=[CH:17][CH:16]=1>ClCCl>[CH3:13][O:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19][N:20]2[CH2:8][CH:7]=[CH:6][CH2:5]2)=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 754524-MethoxybenzylamineHCID 86637041HCID 86637041, compound

Product 1

HCID 58003718HCID 58003718, compoundYield 63.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1,4-dimethylsulphonyl-2-butene (2.15 g, 11.64 mmol) in dichloromethane (40 ml), 4-methoxybenzylamine (6 ml, 44.24 mmol) was added dropwise and the solution was stirred 20 hours at r.t. The solid was filtrated and the filtrate was washed with water (2×30 ml), dried over Na2SO4, filtered and concentrated. The crude was purified by flash chromatography: silica gel, gradient hexane:ethyl acetate 3:1 to 1:1 to afforded the product (1.4 g, 63%) as yellow oil.

Workup

  1. filtrationThe solid was filtrated
  2. washthe filtrate was washed with water (2×30 ml)
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe crude was purified by flash chromatography

Sources & evidence

ORD record
ord-7a75ba442b1e48ceab6538a805eb666b
Source dataset
uspto-grants-2013_02
Patent number
US08372990B2

Reaction notes

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