Phosphorus tribromide → 1-(Benzyloxy)-4-bromo-2-(bromomethyl)benzene

A solution of 2-benzyloxy-5-bromobenzyl alcohol (14.75 g, 50.2 mmol) in anhydrous ethyl ether (150 ml) was cooled to 4° C. A solution of PBr3 (13.68 g, 50 mmol) in anhydrous ether (40 ml) was added dropwise keeping the temperature below 10° C. The reaction was allowed to warm to ambient temperature and stirred for 1 hour. The reaction was filtered through silica gel (200 g). The silica gel was washed with ethyl ether to remove all the product. The filtrate was washed with water (1×150 ml), aqueous saturated sodium hydrogen carbonate (1×150 ml) and brine (1×150 ml). The organic layer was dried (Na2SO4) and evaporated to give 2-benzyloxy-5-bromobenzylbromide as a pale yellow oil (15.2 g, 85%) which crystallised on standing.

1. customthe temperature below 10° C
2. filtrationThe reaction was filtered through silica gel (200 g)
3. washThe silica gel was washed with ethyl ether
4. customto remove all the product
5. washThe filtrate was washed with water (1×150 ml), aqueous saturated sodium hydrogen carbonate (1×150 ml) and brine (1×150 ml)
6. dry with materialThe organic layer was dried (Na2SO4)
7. customevaporated

ORDレコード

ord-ad4f5eab28fe485dbd950ea3aca8b964

出典データセット

uspto-grants-2001_11

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06313148B1