Hydrochloric Acid → HCID 66848133, compound

HRID 1631355Notes

Reaction equation

HRID 1631355 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C@H:9]2[CH2:13][CH2:12][CH2:11][N:10]2C(OC(C)(C)C)=O)[CH:5]=[C:6]([OH:8])[CH:7]=1.[ClH:21].O1CCOCC1>C(Cl)Cl>[ClH:21].[F:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[C:4]([C@H:9]2[CH2:13][CH2:12][CH2:11][NH:10]2)[CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 67501807HCID 67501807, compound

Product 1

HCID 66848133HCID 66848133, compoundYield 73.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (R)-tert-butyl 2-(3-fluoro-5-hydroxyphenyl)pyrrolidine-1-carboxylate (10.3 g, 36.5 mmol) in DCM (20 mL) was added 4N HCl in dioxane (36.5 mL, 146 mmol) and the mixture was stirred at ambient temperature for 15 hours. The resulting precipitate was filtered and washed with DCM to afford (R)-3-fluoro-5-(pyrrolidin-2-yl)phenol hydrochloride (5.81 g, 73.3% yield).

Workup

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with DCM

Sources & evidence

ORD record
ord-a563b0898f204da1b4b5467f58223fcb
Source dataset
uspto-grants-2014_07
Patent number
US08791123B2

Reaction notes

Loading…