Water → 2-(2-Bromoethyl)naphthalene

A solution of phosphorus tribromide (3.52 g, 0.013 mol) in chloroform (6.25 ml) was added dropwise at -10° to a stirred solution of 2-naphthalene-ethanol (4.3 g, 0.025 mol) in chloroform (20 ml), containing dry pyridine (0.13 ml, 0.0016 mol). Following the addition, the mixture was stirred at -10° for 2 h, and was then stood at ambient temperature overnight. Next day, the reaction mixture was poured into water (62.5 ml) and the organic layer was separated. The aqueous solution was then extracted with chloroform (3×6.25 ml), and the organic layer and chloroform extracts were combined and washed with sodium hydroxide solution (62.5 ml., 2M), and with water (62.5 ml). The chloroform solution was dried (MgSO4), and the chloroform was then evaporated under reduced pressure to afford 2-(2-bromoethyl)naphthalene which was used without further purification.

1. additionthe addition
2. waitwas then stood at ambient temperature overnight
3. customthe organic layer was separated
4. extractionThe aqueous solution was then extracted with chloroform (3×6.25 ml)
5. washwashed with sodium hydroxide solution (62.5 ml., 2M)
6. dry with materialThe chloroform solution was dried (MgSO4)
7. customthe chloroform was then evaporated under reduced pressure

ORD record

ord-e04d1fb9964a434b98ecf0703a82b2f4

Source dataset

uspto-grants-1983_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04416895