Réaction #40783

Équation de réaction

2-Benzyloxymethyl-2-methyl-malononitrile

LiAlH4

H2O

NaOH

H2O

→

colorless oil

Rendement 92.9%

2-Benzyloxymethyl-2-methyl-propane-1,3-diamine

Rendement 92.9%

Solvants

diethylether

diethylether

Conditions de réaction

Traitement

1. 1
   Températurecooled with an ice bath
2. 2
   Températuresubsequently cooled with an ice bath
3. 3
   FiltrationThe precipitate was filtered off
4. 4
   Lavagewashed with ether
5. 5
   ConcentrationThe filtrate was concentrated under reduced pressure

Mode opératoire

LiAlH4 (3.22 g; 84.84 mmol; 3.0 equiv.) was suspended in 30 mL dry diethylether and cooled with an ice bath. A solution of 2-Benzyloxymethyl-2-methyl-malononitrile (5.72 g; 28.28 mmol; 1.0 equiv.) in 20 mL dry diethylether was added dropwise. The suspension was stirred at room temperature for 4 hours, and subsequently cooled with an ice bath. To this was added 3.22 mL H2O, 6.44 mL 2 M NaOH and 3.22 mL H2O. The precipitate was filtered off and washed with ether. The filtrate was concentrated under reduced pressure to yield 5.47 g (84%) of a colorless oil. 1H NMR (400 MHz, CDCl3) δ 0.84 (s, 3H), 2.59-2.69 (m, 4H) 3.29 (s, 2H), 4.49 (s, 2H), 7.24-7.39 (m, 5H).

Source