反応 #687304

反応方程式

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

溶媒

methanol

反応条件

後処理

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   workup.ADDITIONAfter the completion of the addition, reaction
3. 3
   濃縮the solution was concentrated to a proper extent
4. 4
   workup.ADDITIONa 0.1 N aqueous sodium hydroxide solution was added
5. 5
   抽出the solution was extracted
6. 6
   その他The obtained chloroform phases were collected
7. 7
   その他dried
8. 8
   濃縮concentrated

実験手順

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.

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