1-Octanol → Octyl bromoacetate

Bromoacetyl bromide (20 g, 99.1 mmol) was added to a solution of 1-octanol (12.9 g, 99.1 mmol) and 10 ml of pyridine in 100 ml of methylene chloride at 0° C. After 10 minutes, the mixture was quenched with 100 ml of ice/water, and the aqueous layer was extracted with methylene chloride, and the combined organic layer was washed with 1N HCl (3×100 ml) and brine. The organic layer was dried over magnesium sulfate, concentrated in vacuo, and the product was distilled under high vacuum to afford 6 g of 1-octyl bromoacetate as an oil, b.p. 93° C.

1. customthe mixture was quenched with 100 ml of ice/water
2. extractionthe aqueous layer was extracted with methylene chloride
3. washthe combined organic layer was washed with 1N HCl (3×100 ml) and brine
4. dry with materialThe organic layer was dried over magnesium sulfate
5. concentrationconcentrated in vacuo
6. distillationthe product was distilled under high vacuum

ORD record

ord-0757477bf28d448db4c5e894a5ea97c1

Source dataset

uspto-grants-1997_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05631264