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ChemicalBook CAS DataBase List 1-BUTANOL-D10
34193-38-9

1-BUTANOL-D10 synthesis

2synthesis methods
-

Yield:98195-36-9 76%

Reaction Conditions:

with sulfuric acid;hydrogen bromide for 3 h;Reflux;

Steps:

D9-Bromobutane

A 25 ml round-bottomed flash fitted with magnetic stirrer bar and reflux condenser was charged by 6.35 g of 48 mas % HBr solution (37.7 mmol of HBr). 1.85 g (1.05 ml, 19.0 mmol) of 96% H2SO4 was slowly added with stirring. After warming to the room temperature, 2.61 g (3.14 mmol) of 1-Butanol-d10 was added with stirring and then 1.61 g (0.92 ml, 17.0 mmol) of 96% H2SO4 was added dropwise. The mixture was refluxed for 3 h and then the product was distilled of in a slight vacuum (Bp. about 40C at 140 torr). The product was washed with saturated NaHCO3 solution and then with water, dried over MgS)4 and distilled. 3.47 g (76%) of d9-brombutane as a colorless liquid was obtained. In the GCMS we observed one peak with molecular ion of mass 146.

References:

Ivanov, Mikhail Yu.;Prikhod’ko, Sergey A.;Bakulina, Olga D.;Kiryutin, Alexey S.;Adonin, Nicolay Yu.;Fedin, Matvey V. [Molecules,2021,vol. 26,# 19,art. no. 5828]

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