Lithium hydroxide, monohydrate → HCID 67068333, compound

HRID 1854325Notes

Reaction equation

HRID 1854325 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][C@@H:3]1[C:15]([O:17]C)=[O:16].O[Li:20].O>O1CCOCC1.O>[C:11]([O:10][C:8]([N:5]1[CH2:6][CH2:7][N:2]([CH3:1])[C@@H:3]([C:15]([O-:17])=[O:16])[CH2:4]1)=[O:9])([CH3:14])([CH3:12])[CH3:13].[Li+:20]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 29920776HCID 29920776, compound

Product 1

HCID 67068333HCID 67068333, compoundYield 126.8%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of (R)-1-tert-butyl 3-methyl 4-methylpiperazine-1,3-dicarboxylate (1.2 g, 4.6 mmol) in 1,4-dioxane (18 mL) and water (18 mL) was added LiOH.H2O (0.290 g, 6.91 mmol). After heating at about 80° C. for about 1 h, the reaction mixture was cooled to room temperature and the solvent was removed under reduced pressure. The solid was dried in a vacuum oven at about 65° C. for about 18 h to afford lithium (R)-4-(tert-butoxycarbonyl)-1-methylpiperazine-2-carboxylate (1.46 g, quantitative): LC/MS (Table 2, Method a) Rt=1.17 min; MS m/z: 245 (M+H)+.

Workup

  1. temperaturethe reaction mixture was cooled to room temperature
  2. customthe solvent was removed under reduced pressure
  3. customThe solid was dried in a vacuum oven at about 65° C. for about 18 h

Sources & evidence

ORD record
ord-2b53839e46e3476e933009feda2fc4a3
Source dataset
uspto-grants-2015_02
Patent number
US08962629B2

Reaction notes

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