Réaction #4303

ord-28031cec7bf3401286c156beffb1ffb3

Équation de réaction

CCOCC
Ether
O=S(=O)(CCCl)Cc1ccccc1
benzyl 2-chloroethyl sulfone
CC(C)N
isopropylamine
Cl
hydrogen chloride
CC(C)NCCS(=O)(=O)Cc1ccccc1.Cl
white crystalline solid
Rendement 65.8%
CC(C)NCCS(=O)(=O)Cc1ccccc1.Cl
N-[2-[(Phenylmethyl)sulfonyl]ethyl]-2-propanamine hydrochloride
Rendement 65.8%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe solvent was removed in vacuo
  2. 2
    Autrethe residue was partitioned between ether and dilute sodium hydroxide
  3. 3
    SéchageThe ether solution was dried over magnesium sulfate
  4. 4
    Autrethe solvent was removed in vacuo
  5. 5
    Autreto give an oil
  6. 6
    Autrea white solid precipitated

Mode opératoire

A mixture of 51.49 g (0.236 mole) of benzyl 2-chloroethyl sulfone and 600 ml of isopropylamine was stirred at room temperature for 72 hr. The solvent was removed in vacuo, and the residue was partitioned between ether and dilute sodium hydroxide. The ether solution was dried over magnesium sulfate, and the solvent was removed in vacuo to give an oil. This was dissolved in methanol, and excess ethereal hydrogen chloride was added. Ether was added, and a white solid precipitated to give 43.11 g (65.8%) of a white crystalline solid, m.p. 180.5°-181.5° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US04724235uspto-grants-1988_02