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ChemicalBook CAS DataBase List tert-Butyl 3-bromopropylcarbamate
83948-53-2

tert-Butyl 3-bromopropylcarbamate synthesis

10synthesis methods
24424-99-5 Synthesis
Di-tert-butyl dicarbonate

24424-99-5
834 suppliers
$13.50/25G

5003-71-4 Synthesis
3-Bromopropylamine hydrobromide

5003-71-4
368 suppliers
$5.00/10g

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Yield:83948-53-2 98%

Reaction Conditions:

with triethylamine in dichloromethane;ethyl acetate

Steps:

R.4 Synthesis of Boc-aminopropyl bromide:
Reference Example 4 Synthesis of Boc-aminopropyl bromide: In 20 ml of dichloromethane, 1.222 g (5.58 mmol) of 3-bromopropylamine hydrobromide was dissolved, 0.778 ml (5.58 mmol) of triethylamine was added thereto under ice-cooling, and 50 ml dichloromethane solution of 1.214 g (5.56 mmol) of Boc2O was further added dropwise thereto in 10 minutes, followed by stirring. After stirring at room temperature for 50 minutes, ethyl acetate was added thereto, followed by separation by washing with 5% aqueous citric acid solution, water and saturated brine consecutively. After dehydration with sodium sulfate, the solvent was evaporated under reduced pressure to give 1.304 of the titled compound (98%). The structure was identified by 1H-NMR. 1H-NMR (500 MHz,CDCl3) δ (ppm) = 1.44 (9H, s, Boc), 2.05 (2H, quant, -NHCH2CH2CH2Br), 3.28 (2H, q, -NHCH2CH2CH2Br), 3.44 (2H, t, -NHCH2CH2CH2Br), 4.64 (1H, s, NH)

References:

SEIKAGAKU CORPORATION EP1710257, 2006, A1

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