تفاعل #742294

معادلة التفاعل

N-ethyl-N-isopropylpropan-2-amine

tert-butylchlorodimethylsilane

azetidin-3-ol hydrochloride

→

product

المردود 74.0%

Azetidin-3-yloxy-tert-butyl-dimethylsilane

المردود 74.0%

المذيبات

DCM

DCM

ظروف التفاعل

المعالجة

1. 1
   تركيزThe reaction mixture was concentrated
2. 2
   workup.ADDITIONdiluted with EtOAc (75 mL)
3. 3
   غسيلwashed sequentially with saturated NaHCO3 (25 mL), water (20 mL), and saturated brine (20 mL)
4. 4
   تجفيفThe organic layer was dried (MgSO4)
5. 5
   ترشيحfiltered
6. 6
   أخرىevaporated

الإجراء التجريبي

A solution of tert-butylchlorodimethylsilane (12.01 g, 79.69 mmol) in DCM (20 mL) was added dropwise to a stiffed solution of azetidin-3-ol hydrochloride (CAS no. 18621-18-6) (8.73 g, 79.69 mmol) and anhydrous N-ethyl-N-isopropylpropan-2-amine (34.1 mL, 199.22 mmol) in DCM (20 mL) cooled to 10° C., over a period of 2 minutes under nitrogen. The resulting solution was stirred at ambient temperature for 20 hours. The reaction mixture was concentrated, diluted with EtOAc (75 mL), and washed sequentially with saturated NaHCO3 (25 mL), water (20 mL), and saturated brine (20 mL). The organic layer was dried (MgSO4), filtered and evaporated to afford the product (11.1 g, 74%). 1H NMR (400 MHz, CDCl3) δ 0.04 (6H, s), 0.87 (9H, m), 2.80 (1H, s), 3.57-3.61 (2H, m), 3.67-3.71 (2H, m), 4.57-4.64 (1H, m).

المصدر