Carbon tetrabromide → 4-(2,2-Dibromoethenyl)phenol methoxymethyl ether

To a mixture of carbon tetrabromide (56.58 g), triphenylphosphine (44.61 g) and zinc powder (11.18 g) was added dichloromethane (300 ml), and the mixture was stirred for 25 hours at room temperature. To the mixture was then added p-methoxymethoxybenzaldehyde (13.91 g), which was stirred for 30 hours. The reaction mixture was subjected to filtration through celite, and the filtrate was concentrated under reduced pressure. The residue was purified by means of a silica gel column chromatography (eluted with ethyl acetate/hexane) to give 4-(2,2-dibromoethenyl)phenol methoxymethyl ether (17.84 g) (Compound B-25). The physical properties are shown in Table 7.

1. filtrationThe reaction mixture was subjected to filtration through celite
2. concentrationthe filtrate was concentrated under reduced pressure
3. customThe residue was purified by means of a silica gel column chromatography (eluted with ethyl acetate/hexane)

ORD record

ord-d17d53c6eb19404da8d89b5d941e8012

Source dataset

uspto-grants-1998_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05716971