Reaktion #1056375

Reaktionsgleichung

N-Benzyl-N-methoxymethyl-N-(trimethylsilyl)methylamine

coumarin

trifluoroacetic acid

→

desired product

Ausbeute 70.9%

2-benzyl-2,3,3a,9b-tetrahydrochromeno[3,4-c]pyrrol-4(1H)-one

Ausbeute 70.9%

Lösungsmittel

methylene chloride

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwas then washed with NaHCO3 (2 mL) and brine (2 mL) successively
2. 2
   TrocknenThe organic phase was dried (over Na2SO4)
3. 3
   Filtrationfiltered
4. 4
   Einengenconcentrated
5. 5
   SonstigeThe residue was purified by CombiFlash (ethyl acetate/hexane 20%)

Vorschrift

N-Benzyl-N-methoxymethyl-N-(trimethylsilyl)methylamine (1.54 mL, 0.00600 mol) in methylene chloride (0.50 mL) was added to a mixture of coumarin (0.731 g, 0.00500 mol) and of trifluoroacetic acid in DCM (1M, 10 mL) at rt. The resulting mixture was stirred at rt for 1 h and was then washed with NaHCO3 (2 mL) and brine (2 mL) successively. The organic phase was dried (over Na2SO4), filtered, and concentrated. The residue was purified by CombiFlash (ethyl acetate/hexane 20%) to give the desired product (0.99 g).

Quelle