Water → 4-(1-Azetidinyl)butanal dimethylacetal

A mixture of azetidine (2.0 g, 35.0 mmol), 4-chlorobutanal dimethylacetal (5.88 g, 39.0 mmol) and K2CO3 (5.38 g, 39.0 mmol), in anhydrous DMF (100ml), was stirred at room temperature for 72 h. Water (50 ml) was added and the mixture extracted with EtOAc (3×150 ml). The combined extracts were washed with H2O (3×50ml), dried (Na2SO4) and evaporated. The crude product was purified by distillation (1.2 g). δ (360 MHz, CDCl3) 1.35-1.42 (2H, m, CH2), 1.57-1.64 (2H, m, CH2), 2.00-2.40 (2H, m, CH2), 2.36 (2H, t, J=9.0 Hz, CH2), 3.15 (4H, m, t, J=7.0 Hz, 2 of CH2), 3.33 (6H, s, 2 of OMe), 4.35 (1H, t, J=5.7 Hz, CH).

1. extractionthe mixture extracted with EtOAc (3×150 ml)
2. washThe combined extracts were washed with H2O (3×50ml)
3. dry with materialdried (Na2SO4)
4. customevaporated
5. distillationThe crude product was purified by distillation (1.2 g)

ORD-Eintrag

ord-236248cb2e9f49cf85e4a869a7b084f4

Quelldatensatz

uspto-grants-1996_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05567726