반응 #569741

반응 방정식

chloroform

compound 001C

2-bromomethyl-2,3-dihydrobenzo[b]furan

benzylamine

potassium carbonate

→

compound 002A

수율 73.0%

2-(N-benzyl)aminomethyl-2,3-dihydrobenzo[b]furan

수율 73.0%

용매

acetonitrile

반응 조건

후처리

1. 1
   기타a reaction
2. 2
   기타To the resultant reaction mixture
3. 3
   기타to obtain a mixture
4. 4
   세척The obtained mixture was successively washed with 100 ml of water and 100 ml of saturated saline
5. 5
   기타to thereby form a chloroform layer
6. 6
   기타followed by separation of the chloroform layer
7. 7
   기타The chloroform layer thus separated
8. 8
   여과filter paper
9. 9
   농축concentrated in vacuo
10. 10
    기타to thereby obtain a residue
11. 11
    기타The obtained residue was purified by silica gel column chromatography
12. 12
    세척eluted with chloroform

실험 절차

1.07 g (5.0 mmol) of compound 001C, which had been prepared in Step C of Reference Example 1, was dissolved in 11 ml of acetonitrile. To the resultant solution were added 1.64 ml (15.0 mmol) of benzylamine and 2.07 g (15.0 mmol) of potassium carbonate. The resultant mixture was stirred at 80° C. for 8 hours to effect a reaction. To the resultant reaction mixture was added 100 ml of chloroform to obtain a mixture. The obtained mixture was successively washed with 100 ml of water and 100 ml of saturated saline, to thereby form a chloroform layer containing the desired compound 002A, followed by separation of the chloroform layer. The chloroform layer thus separated was dehydrated by means of a Whatman 1PS filter paper and then, concentrated in vacuo to thereby obtain a residue. The obtained residue was purified by silica gel column chromatography. That is, the residue was applied to a column of 50 g of silica gel (Art. 9385, manufactured and sold by E. Merck, Darmstadt, Germany) and eluted with chloroform, to thereby obtain 873 mg of compound 002A as a yellow oily substance (yield: 73%).

출처