Hydrochloric Acid → Lithium Chloride

HRID 656342Notes

Reaction equation

HRID 656342 reaction equation
O.[OH-].[Li+:3].[F:4][C:5]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=2)[CH:8]=[CH:7][C:6]=1[N:17]1[CH2:22][CH2:21][CH2:20][C@H:19]([C:23]([O:25]CC)=[O:24])[CH2:18]1.CO.O1CCCC1.[ClH:35]>O>[F:4][C:5]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=2)[CH:8]=[CH:7][C:6]=1[N:17]1[CH2:22][CH2:21][CH2:20][C@H:19]([C:23]([OH:25])=[O:24])[CH2:18]1.[Li+:3].[Cl-:35]

Participants

8

Reactant 5

HCID 313Hydrochloric AcidHCID 887MethanolHCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 66742908ethyl (3S)-1-(2-fluoro-4-pyridin-4-ylphenyl)piperidine-3-carboxylate

Product 2

HCID 433294Lithium ChlorideHCID 66743603(3S)-1-(2-fluoro-4-pyridin-4-ylphenyl)piperidine-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Lithium hydroxide, monohydrate (0.013 g, 0.00030 mol) was added to ethyl (3S)-1-(2-fluoro-4-pyridin-4-ylphenyl)piperidine-3-carboxylate (0.050 g, 0.00015 mol) in methanol (0.5 mL, 0.01 mol), tetrahydrofuran (0.5 mL, 0.006 mol) and water (0.5 mL, 0.03 mol). The mixture was irradiated under microwave at 100° C. for 30 min. The reaction mixture was diluted with water and adjusted to pH=5 by adding 1N HCl. The volatiles were removed in-vacuo to afford the desired product and LiCl, which was used as a mixture in the next step.

Workup

  1. customThe mixture was irradiated under microwave at 100° C. for 30 min
  2. customThe volatiles were removed in-vacuo

Sources & evidence

ORD record
ord-deb311080c5b4e81abd29f00310d4505
Source dataset
uspto-grants-2011_12
Patent number
US08071624B2

Reaction notes

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