Reaktion #687304

Reaktionsgleichung

sodium cyanotrihydroborate

hydrochloric acid

hydrochloric acid

1,3-diaminopropan-2-ol

2-pyridine aldehyde

→

aimed product

N,N,N′-tri(2-pyridylmethyl)-1,3-diaminopropan-2-ol

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   workup.ADDITIONAfter the completion of the addition, reaction
3. 3
   Einengenthe solution was concentrated to a proper extent
4. 4
   workup.ADDITIONa 0.1 N aqueous sodium hydroxide solution was added
5. 5
   Extraktionthe solution was extracted
6. 6
   SonstigeThe obtained chloroform phases were collected
7. 7
   Sonstigedried
8. 8
   Einengenconcentrated

Vorschrift

After concentrated hydrochloric acid (60 mL) was added to a solution of 1,3-diaminopropan-2-ol (32.6 g, 362 mmol) in methanol (2400 mL) and further 2-pyridine aldehyde (116.3 g, 1.09 mmol) was added dropwise, sodium cyanotrihydroborate (50.16 g, 798 mmol) was added. After the completion of the addition, reaction was carried out at room temperature for 3 days. After concentrated hydrochloric acid was added to the reaction solution to adjust pH to 6, the solution was concentrated to a proper extent and a 0.1 N aqueous sodium hydroxide solution was added to adjust pH to 7 and the solution was extracted using chloroform. The obtained chloroform phases were collected and dried and thereafter concentrated. The obtained residue was refined by silica gel column chromatography to obtain 34 g of an aimed product.

Quelle