Hydrochloric Acid → 1-Bromo-12-methyltridecane

Isobutyl bromide (27.4 g) was added to magnesium (5.0 g) in tetrahydrofuran (100 ml). The mixture was stirred for 1 hour under nitrogen atmosphere. The mixture was added to a solution of 1,10-dibromodecane (50.0 g) and dilithium tetrachlorocuprate (1 m mole) in tetrahydrofuran (100 ml) at 0° C. under nitrogen atmosphere. The mixture was stirred at 0° C. for 1 hour and poured into a mixture of 7% hydrochloric acid (200 ml) and ethyl acetate (200 ml). The organic layer was washed with water, dried over magnesium sulfate and evaporated. The residue was distilled under reduced pressure to give a mixture of the product and 1,10-dibromodecane as a colorless oil (27.23 g) (bp.115-120° C./0.5 Torr). The mixture was chromatographed on a silica gel column eluting with n-hexane to give 1-bromo-12-methyltridecane as an oil (15.3 g).

1. stirringThe mixture was stirred at 0° C. for 1 hour
2. washThe organic layer was washed with water
3. dry with materialdried over magnesium sulfate
4. customevaporated
5. distillationThe residue was distilled under reduced pressure
6. customto give
7. customThe mixture was chromatographed on a silica gel column
8. washeluting with n-hexane

ORD record

ord-a93cf02c5cee410387ce3a86be2e5273

Source dataset

uspto-grants-2000_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06110933