Lithium hydroxide, monohydrate → HCID 59333911, compound

HRID 331080Notes

Reaction equation

HRID 331080 reaction equation
[F:1][C:2]([F:17])([F:16])[CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][CH:8]([C:11]([O:13]CC)=[O:12])[CH2:7][CH2:6]1.O[Li].O>C1COCC1.CO>[F:17][C:2]([F:1])([F:16])[CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][CH:8]([C:11]([OH:13])=[O:12])[CH2:7][CH2:6]1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 59334005Ethyl 1-(3,3,3-trifluoropropyl)piperidine-4-carboxylate

Product 1

HCID 59333911HCID 59333911, compoundYield 150%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl 1-(3,3,3-trifluoropropyl)piperidine-4-carboxylate (3.30 g, 13.0 mmol) in THF (40 mL) and MeOH (40 mL) was added LiOH—H2O (1.64 g, 39.1 mmol). The reaction was allowed to stir for 15 h at which time the solution was filtered to remove undissolved solids and the filtrate concentrated. The resulting material was diluted with water (10 mL), made to pH 5 with HCl (conc), then concentrated in vacuo to yield a white solid (2.9 g, 150%). Mass Spectrum: Calcd for C9H15NF3O2(M+H): 226. Found: 226.

Workup

  1. filtrationwas filtered
  2. customto remove undissolved solids
  3. concentrationthe filtrate concentrated
  4. additionThe resulting material was diluted with water (10 mL)
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b4894822297f4efb97b99d5092d66901
Source dataset
uspto-grants-2014_11
Patent number
US08877761B2

Reaction notes

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