Lithium hydroxide, monohydrate → HCID 66656112, compound

HRID 1891325Notes

Reaction equation

HRID 1891325 reaction equation
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:17]=[CH:16][C:15]([C:18](=[O:20])[CH3:19])=[CH:14][N:13]=2)[CH2:8][CH2:7]1)=[O:5])C.O[Li].O>C1COCC1.O.CO>[C:18]([C:15]1[CH:16]=[CH:17][C:12]([N:9]2[CH2:8][CH2:7][CH:6]([C:4]([OH:5])=[O:3])[CH2:11][CH2:10]2)=[N:13][CH:14]=1)(=[O:20])[CH3:19]

Participants

6

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 66656004HCID 66656004, compound

Product 1

HCID 66656112HCID 66656112, compoundYield 92%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of 5′-acetyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-carboxylic acid ethyl ester (15.8 g, 0.057 mol) in THF (75 mL), H2O (75 mL) and MeOH (8 mL) was added LiOH.H2O (2.64 g, 0.0629 mol). Stirring was continued overnight at RT before the organic solvent were removed under vacuo. The pH of the was adjusted to 5 with acetic acid, and the white precipitate was filtered off and dried to yield 13 g (92%) of 5′-Acetyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-carboxylic acid. ES-MS m/e: 249.2 (M−H+)

Workup

  1. customwere removed under vacuo
  2. filtrationthe white precipitate was filtered off
  3. customdried

Sources & evidence

ORD record
ord-3df24f58d0a84699ba93f356d270c6f8
Source dataset
uspto-grants-2013_08
Patent number
US08507535B2

Reaction notes

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