تفاعل #569741

معادلة التفاعل

chloroform

compound 001C

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

benzylamine

potassium carbonate

→

compound 002A

المردود 73.0%

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

المردود 73.0%

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   أخرىa reaction
2. 2
   أخرىTo the resultant reaction mixture
3. 3
   أخرىto obtain a mixture
4. 4
   غسيلThe obtained mixture was successively washed with 100 ml of water and 100 ml of saturated saline
5. 5
   أخرىto thereby form a chloroform layer
6. 6
   أخرىfollowed by separation of the chloroform layer
7. 7
   أخرىThe chloroform layer thus separated
8. 8
   ترشيحfilter paper
9. 9
   تركيزconcentrated in vacuo
10. 10
    أخرىto thereby obtain a residue
11. 11
    أخرىThe obtained residue was purified by silica gel column chromatography
12. 12
    غسيلeluted with chloroform

الإجراء التجريبي

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%).

المصدر