Tert-butyl bis(2-chloroethyl)carbamate synthesis
- Product Name:Tert-butyl bis(2-chloroethyl)carbamate
- CAS Number:118753-70-1
- Molecular formula:C9H17Cl2NO2
- Molecular Weight:242.14
24424-99-5
821-48-7
118753-70-1
In a 500 mL three-necked flask, 100 g of bis(2-chloroethyl)amine hydrochloride (IV) was added and dissolved in 300 mL of dichloromethane, followed by the addition of 113 g of triethylamine, and the slow dropwise addition of 147 g of di-tert-butyl dicarbonate (Boc anhydride) with continuous stirring, and the reaction was carried out for 4-6 hours. After completion of the reaction, 200 mL of purified water was added for liquid-liquid separation, followed by washing the organic phase with 200 mL of saturated sodium chloride solution and drying the organic layer with anhydrous sodium sulfate. After drying, concentration under reduced pressure afforded 133 g of tert-butyl N,N-bis(2-chloroethyl)carbamate (V) in 98% yield.
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118753-70-1
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Yield:118753-70-1 100%
Reaction Conditions:
in dichloromethane
Steps:
35.B B.
B. N-tert-Butoxycarbonyl-bis(2-chloroethyl)amine To a mixture of 17.85 g (100 mmole) of bis(2-chloroethyl)amine hydrochloride and 24.0 g (110 mmole) of di-tert-butyl dicarbonate in 100 ml of dichloromethane was added a solution of 15.3 ml (110 mmole) of trietylamine in 50 ml of dichloromethane dropwise over 30 minutes. The mixture was stirred at room temperature for 24 hours and was poured into water. The organic layer was dried over magnesium sulfate and was filtered. The filtrate was evaporated to give 24 g of an oil, 100% yield: 1H-NMR (300 MHz, CDCl3)δ(TMS) 1.37-1.56 (m, 9H), 3.50-3.62 (m, 8H); MS (ESI) m/e 242 (M+H)+.
References:
Astles, Peter C.;Eastwood, Paul R.;Houille, Olivier;Levell, Julian;Pauls, Heinz;Czekaj, Mark;Liang, Guyan;Gong, Yong;Pribish, James;Neuenschwander, Kent US2003/187020, 2003, A1
24424-99-5
867 suppliers
$13.50/25G
334-22-5
16 suppliers
inquiry
118753-70-1
176 suppliers
$6.00/1g
821-48-7
568 suppliers
$6.00/25g
118753-70-1
176 suppliers
$6.00/1g
334-22-5
16 suppliers
inquiry
118753-70-1
176 suppliers
$6.00/1g