Hydrochloric Acid → 1-(2-Hydroxyethyl)piperazin-2-one

A mixture of tert-butyl 4-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)-3-oxopiperazine-1-carboxylate (3.4 g, 9.50 mmol) and hydrogen chloride (15 ml of a 4M solution in 1,4-dioxane) in 1,4-dioxane (10 ml) was stirred at room temperature for 4 hour and then the mixture was evaporated. The residue was dissolved in a mixture of 5% methanol in dichloromethane (30 ml), basified with a 7N solution of ammonia in methanol and then filtered. The filtrate was evaporated and the residue was purified by silica gel chromatography eluting with 10% methanol in dichloromethane containing 0-5% 7M ammonia in methanol to give 1-(2-hydroxyethyl)piperazin-2-one (0.708 g, 57% yield) as a pale yellow oil.

1. customthe mixture was evaporated
2. dissolutionThe residue was dissolved in a mixture of 5% methanol in dichloromethane (30 ml)
3. filtrationfiltered
4. customThe filtrate was evaporated
5. customthe residue was purified by silica gel chromatography
6. washeluting with 10% methanol in dichloromethane containing 0-5% 7M ammonia in methanol

ORD record

ord-87449b1ef112498dad7f80abeec664e3

Source dataset

uspto-grants-2010_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07691867B2