苯酚 → 3-溴联苯醚

温度

195 °C

1-Bromo-3-phenoxy-benzene (A) A mixture of dibromobenzene (3 g, 12.75 mmol), phenol (1 g, 10.6 mmol), copper(I) oxide (152 mgs, 1 mmol), and cesium carbonate (3.46 g, 10.6 mmol) in 8 mL of NMP is heated at 195° C. for 20 minutes in a microwave. The heterogeneous mixture is filtered through a bed of Celite and the residue is washed with EtOAc (1×20 mL). The filtrate is diluted with 1N NaOH (200 mL) and extracted with EtOAc (3×100 mL). The organics were combined, dried over Na2SO4, filtered and concentrated under reduced pressures to give crude product as a yellow oil which is purified by column chromatography (100% hexanes) to give 1-bromo-3-phenoxy-benzene as a colorless oil (1.4 g, 53%). LCMS m/z 250 (M+1).

1. filtrationThe heterogeneous mixture is filtered through a bed of Celite
2. washthe residue is washed with EtOAc (1×20 mL)
3. additionThe filtrate is diluted with 1N NaOH (200 mL)
4. extractionextracted with EtOAc (3×100 mL)
5. dry with materialdried over Na2SO4
6. filtrationfiltered
7. concentrationconcentrated under reduced pressures
8. customto give crude product as a yellow oil which
9. customis purified by column chromatography (100% hexanes)

ORD记录

ord-1ec6e12902da4d58a1a61dc46f845bd1

来源数据集

uspto-grants-2008_09

DOI

10.6084/m9.figshare.5104873.v1

专利号

US07419975B2