Lithium hydroxide, monohydrate → HCID 86688937, compound

HRID 404676Notes

Reaction equation

HRID 404676 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[C:10]([O:12]C)=[O:11])=[CH:5][CH:4]=1.O.[OH-].[Li+:22]>C1COCC1.O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH:9]([N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[C:10]([O-:12])=[O:11])=[CH:7][CH:8]=1.[Li+:22]

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrate2×HCID 25233388Methyl 2-(4-methoxyphenyl)-2-(piperidin-1-yl)acetate

Product 1

HCID 86688937HCID 86688937, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

Methyl 2-(4-methoxyphenyl)-2-(piperidin-1-yl)acetate (400 mg, 1.52 mmol) was dissolved in THF/water (12 ml/4 ml). Lithium hydroxide hydrate (127 mg, 3.04 mmol) was added and the solution was stirred at room temperature for 8 hours. Then a second portion of lithium hydroxide hydrate (63.7 mg, 1.52 mmol) was added and the mixture was stirred at 40° C. for 16 hours, then at 50° C. for 7 hours. The solvents were evaporated, the residue was taken up with Et2O and the insoluble were filtered off. The clear solution was evaporated to obtain lithium 2-(4-methoxyphenyl)-2-(piperidin-1-yl)acetate (384 mg, 99% yield) as a white solid.

Workup

  1. stirringthe mixture was stirred at 40° C. for 16 hours
  2. waitat 50° C. for 7 hours
  3. customThe solvents were evaporated
  4. filtrationthe insoluble were filtered off
  5. customThe clear solution was evaporated

Sources & evidence

ORD record
ord-245f954717494e208cf35a9cd7983128
Source dataset
uspto-grants-2014_06
Patent number
US08748613B2

Reaction notes

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