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ChemicalBook CAS DataBase List BENZYL 2-BROMOETHYLCARBAMATE

BENZYL 2-BROMOETHYLCARBAMATE synthesis

7synthesis methods
-

Yield:53844-02-3 99%

Reaction Conditions:

with sodium hydroxide in 1,4-dioxane;water at 0 - 20; for 13.33 h;Inert atmosphere;

Steps:

B.3
A cooled (0° C.) mixture of 2-bromoethylamine hydrobromide (12.000 g ; 58.56 mmol ; 1.0 eq.) in dioxane (60 ml) was treated with aq. 1M NaOH (117.2 ml ; 117.20 mmol ; 2.0 eq.), and dropwise (over 10 min.) with benzyl chloroformate (8.4 ml ; 58.8 mmol ; 1.0 eq.). The resulting mixture was further stirred at 0° C., under nitrogen, for 10 min., and then at rt for 13 h. Et2O (300 ml) was added, and the colorless organic layer was further washed with water (75 ml), dried over anh. MgSO4, filtered, and finally concentrated to dryness under reduced pressure to afford (2-bromo-ethyl)-carbamic acid benzyl ester as a colorless oil which was further dried under HV (15.020 g ; 99%). LC-MS: tR=0.95 min. ; [M+H]+: no ionisation.

References:

Aissaoui, Hamed;Boss, Christoph;Koberstein, Ralf;Siegrist, Romain;Sifferlen, Thierry US2011/105514, 2011, A1 Location in patent:Page/Page column 21

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