반응 #617148

반응 방정식

tert-butyl (2-iodo-6,7-dihydro-4H-thieno[3,2-c]pyran-4-yl)-methylcarbamate

piperidine

2-dimethylamino-ethanol

→

(2-(piperidin-1-yl)-6,7-dihydro-4H-thieno[3,2-c]pyran-4-yl)methanamine

용매

water

반응 조건

후처리

1. 1
   온도After cooling to room temperature
2. 2
   추출extracted with ethyl acetate
3. 3
   세척washed with brine
4. 4
   건조dried over Na2SO4
5. 5
   농축concentrated
6. 6
   기타purified by Al2O3 column chromatography
7. 7
   기타The Boc protecting group was removed with HCl under standard conditions

실험 절차

A mixture of tert-butyl (2-iodo-6,7-dihydro-4H-thieno[3,2-c]pyran-4-yl)-methylcarbamate (400 mg, 1.0 mmol, 1 eq), piperidine (2 mL), Cu metal (6.4 mg, 1 mmol, 0.1 eq), and K3PO4.3H2O (539.3 mg, 2.34 mmol, 2.3 eq) in 2-dimethylamino-ethanol (deanol) (5 mL) was stirred at 85° C. in a sealed tube for 28 hr. After cooling to room temperature, the reaction mixture was diluted with water, extracted with ethyl acetate, washed with brine, dried over Na2SO4, concentrated and purified by Al2O3 column chromatography. The Boc protecting group was removed with HCl under standard conditions to give the product (2-(piperidin-1-yl)-6,7-dihydro-4H-thieno[3,2-c]pyran-4-yl)methanamine.

출처