Hydrochloric Acid → HCID 86715441, compound

(R)-3-Fluoro-1-((S)-1-(trityloxy)propan-2-yl)pyrrolidine (732 mg, 1.87 mmol) and HCl (2N in Et20, 1.4 mL, 2.8 mmol) were stirred at room temperature for 5 h. The solvent was decanted off, and the solid was dissolved in DCM (30 mL). The solution was washed (sat'd K2CO3), dried (Na2SO4), and concentrated under reduced pressure. The crude material was purified on a silica gel column to yield (S)-2-(R)-3-fluoropyrrolidin-1-yl)propan-1-ol (115 mg) as a clear oil. 1H NMR (DMSO-d6): δ 5.26-5.00 (m, 1H), 4.42 (t, 1H), 3.50 (m, 1H), 3.22 (m, 1H), 2.90-2.65 (m, 3H), 2.45-2.20 (m, 2H), 2.15-1.75 (m, 2H), 1.00 (d, 3H).

1. customThe solvent was decanted off
2. dissolutionthe solid was dissolved in DCM (30 mL)
3. washThe solution was washed (sat'd K2CO3)
4. dry with materialdried (Na2SO4)
5. concentrationconcentrated under reduced pressure
6. customThe crude material was purified on a silica gel column
7. customto yield (S)-2-(R)-3-fluoropyrrolidin-1-yl)propan-1-ol (115 mg) as a clear oil

ORD record

ord-8da8d0025fea46ada946879a7ed7ffa2

Source dataset

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08703810B2