Water → 2-((4S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethan-1-ol

To an ice cooled solution of methyl (4S)-2,2-dimethyl-1,3-dioxolane-4-acetate (1.0 g, 5.74 mmol) in methanol (10 ml) was added portionwise NaBH4 (1.3 g, 34.4 mmol). After the addition was completed, the reaction mixture was stirred at room temperature for 3 hours. Water (40 ml) was added, and the resulting mixture was stirred for several minutes and concentrated in vacuo. The residue was extracted with ethyl acetate. The organic layer was washed with brine, dried (magnesium sulfate), and concentrated in vacuo to give 2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanol (808.9 mg, 96.4%) as a colorless oil.

1. additionAfter the addition
2. stirringthe resulting mixture was stirred for several minutes
3. concentrationconcentrated in vacuo
4. extractionThe residue was extracted with ethyl acetate
5. washThe organic layer was washed with brine
6. dry with materialdried (magnesium sulfate)
7. concentrationconcentrated in vacuo

ORD record

ord-416b3ae2683048d49e2a1253b21eb908

Source dataset

uspto-grants-2003_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06596738B1