反应详情

温度

70 °C

(R)-3-(N-Isopropyl,N-n-propylamino)-5-trifluoromethanesulfonyloxychroman (4.0 g, 10.5 mmol), triethylamine (2.3 g, 23.1 mmol) and a mixture of DMF/MeOH (18 mL, 6:2) was mixed in a three necked round-bottom flask. The flask was evacuated followed by inlet of CO-gas (repeated two times). Finally 1,3-bis(diphenylphosfino)propane (0.11 g, catalytic amount) and palladium(II)acetate (0.07 g, catalytic amount)) was added before the mixture was stirred at 70° C. for 17 hours. The recation mixture was diluted with diethyl ether, washed with 2M NH3 and dried (MgSO4). Removal of solvent in vacuo gave a brown oily residue which was purified by flash chromatography (SiO2, CH2Cl2 /EtOAc; 10:1) to give the title compound in 82% yield (2.5 g). [α]D21 -131.6° (MeOH 0.1M, 21° C.). Mp 125.5°-127.4° C. Anal. Calcd for C17H26O3NCl: C, 62.3; H, 8.0; N, 4.3. Found: C, 62.5; H, 7.9; N, 4.4.

1. additionwas mixed in a three necked round-bottom flask
2. customThe flask was evacuated
3. customfollowed by inlet of CO-gas (repeated two times)
4. additionFinally 1,3-bis(diphenylphosfino)propane (0.11 g, catalytic amount) and palladium(II)acetate (0.07 g, catalytic amount)) was added before the mixture
5. additionThe recation mixture was diluted with diethyl ether
6. washwashed with 2M NH3
7. dry with materialdried (MgSO4)
8. customRemoval of solvent in vacuo
9. customgave a brown oily residue which
10. customwas purified by flash chromatography (SiO2, CH2Cl2 /EtOAc; 10:1)