Methylparaben → HCID 22494693, compound

To a mixture of methyl 4-hydroxybenzoate (1.52 g) and potassium carbonate (0.76 g) in acetone (30 ml) was added dropwise a solution of 1,7-dibromoheptane (3.1 g) in acetone (10 ml) at room temperature with stirring. The mixture was stirred at room temperature for 2.5 hours, and then refluxed for overnight with stirring. The reaction mixture was filtered under reduced pressure and the filtrate was concentrated under reduced pressure to give an oily solid. The oily solid was subjected to column chromatography on silica gel (silica gel 60 F254, Merck: 200 g) and eluted with a mixture of ethyl acetate and n-hexane (1:3). The fractions containing the objective compound were combined and concentrated under reduced pressure to give methyl 4-(7-bromo-n-heptyloxy]benzoate (2.3 g).

1. stirringThe mixture was stirred at room temperature for 2.5 hours
2. temperaturerefluxed for overnight
3. stirringwith stirring
4. filtrationThe reaction mixture was filtered under reduced pressure
5. concentrationthe filtrate was concentrated under reduced pressure
6. customto give an oily solid
7. washeluted with a mixture of ethyl acetate and n-hexane (1:3)
8. additionThe fractions containing the objective compound
9. concentrationconcentrated under reduced pressure

ORD record

ord-d104362603dc4bfcb70f0b26fa40901b

Source dataset

uspto-grants-2005_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06884868B1