
TY  - JOUR
A1  - Collins, DJ 
A1  - James, AM 
T1  - Preparation of 2-(3-Bromo-1-methylpropyl)-1,3-dioxolan and the Corresponding Chloride From 2-Methylbutyrolactone
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1989
VL  - 42
IS  - 1
SP  - 223
EP  - 228
KW  - 
UR  - https://doi.org/10.1071/CH9890223 
N2  - Lithium aluminium hydride reduction of ethyl 4-chloro-2-methylbutanoate (4a), derived from 3-methyldihydrofuran-2(3H)-one (2-methylbutyrolactone) (1), gave 4-chloro-2-methylbutan-1-ol (5a), oxidation of which with pyridinium chlorochromate afforded 4-chloro-2-methylbutanal (8a). The aldehyde (8a) was converted into 2-(3&38242;-chloro-1&#8242;-methylpropyl)-1,3-dioxolan (7a) in 47% overall yield from (1). 2-(3&#8242;-Bromo-1&#8242;-methyIpropyl)-1,3-dioxolan (7b) was similarly obtained in 49% overall yield from (1). Attempted conversion of 3-methyltetrahydrofuran-2-ol (2) into the corresponding cyclic ethylene acetal gave epimeric mixtures of 2-(3&#8242;-methyltetrahydrofuran-2&#8242;-yloxy)ethanol (6) and 2,2&#8242;-ethylenedioxybis(3-methyltetrahydrofuran) (9). 
ER  -

