Boron trifluoride etherate → 1-(2,4-Dihydroxy-5-isopropylphenyl)ethanone

4-Isopropyl-benzene-1,3-dial (5.8 g) and boron trifluoride etherate (28.7 ml) were introduced into a 250 ml single neck RB flask equipped with a reflux condenser and an inlet for nitrogen atmosphere stirred at RT for 10 min. Acetic acid (4.55 ml) was added to the reaction mixture and stirred at 90° C. for 16 h. On completion, 10% sodium acetate (300 ml) was added to the reaction mixture which was stirred at RT for 4 h before. The reaction mixture was extracted with ethyl acetate (300 ml) and washed with sat. sodium bicarbonate (100 ml) and the organic layer was dried over sodium sulphate. The reaction was monitored by TLC (10% EtOAc/n-hexane, product Rf˜0.5). The solvent was removed under reduced pressure to give a residue, which was further purified by column chromatography (SiO2, 10% EtOAc/n-hexane).

1. customequipped with a reflux condenser and an inlet for nitrogen atmosphere
2. stirringstirred at 90° C. for 16 h
3. stirringwas stirred at RT for 4 h before
4. extractionThe reaction mixture was extracted with ethyl acetate (300 ml)
5. washwashed with sat. sodium bicarbonate (100 ml)
6. dry with materialthe organic layer was dried over sodium sulphate
7. customThe solvent was removed under reduced pressure
8. customto give a residue, which
9. customwas further purified by column chromatography (SiO2, 10% EtOAc/n-hexane)

ORDレコード

ord-55b40c720d964550b42d612264b3558f

出典データセット

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08916552B2