Water → 1-Bromo-4-(1-hydroxyethyl)-3-hydroxymethylbenzene

18.30 g of lithium aluminium hydroxide was suspended in 1.0 l of THF, to which 300 ml of THF solution of 36.44 g of 6-bromo-3-methylphtalide (3-5) was dropped at −30° C. and the resulting mixture was stirred at the same temperature for 2 hours. After the reaction was completed, 76 ml of water and 19 ml of 15% sodium hydroxide solution were added thereto, and the resulting residue was separated by filtering and the filtrate was concentrated under reduced pressure. Ethyl acetate was added to the resulting residue, which was washed with saturated salt water and dried over anhydrous magnesium sulfate, and thereafter, the solvent was distilled off under reduced pressure to obtain 36.84 g of 1-bromo-4-(1-hydroxyethyl)-3-hydroxymethylbenzene (3-6).

1. additionwas dropped at −30° C.
2. customthe resulting residue was separated
3. filtrationby filtering
4. concentrationthe filtrate was concentrated under reduced pressure
5. additionEthyl acetate was added to the resulting residue, which
6. washwas washed with saturated salt water
7. dry with materialdried over anhydrous magnesium sulfate
8. distillationthe solvent was distilled off under reduced pressure

ORD-Eintrag

ord-76abb714e06e4cfd80babfb8c512a181

Quelldatensatz

uspto-grants-2003_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06525066B2