Lithium Hydroxide → Lithium 2-methyl-2-(5-pyrimidinyl)propionate

HRID 2294941Notes

Reaction equation

HRID 2294941 reaction equation
[CH3:1][C:2]([C:9]1[CH:10]=[N:11][CH:12]=[N:13][CH:14]=1)([CH3:8])[C:3]([O:5]CC)=[O:4].[OH-].[Li+:16].C1COCC1>C(O)(=O)C>[CH3:8][C:2]([C:9]1[CH:14]=[N:13][CH:12]=[N:11][CH:10]=1)([CH3:1])[C:3]([O-:5])=[O:4].[Li+:16]

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 21471571Ethyl 2-methyl-2-(5-pyrimidinyl)propionate

Product 1

HCID 23708609Lithium 2-methyl-2-(5-pyrimidinyl)propionate

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of ethyl 2-methyl-2-(5-pyrimidinyl)propionate (4.64 g), 1.0N lithium hydroxide (26 mL) and THF (100 mL) was heated to reflux under argon for 26 h. The mixture was allowed to cool, adjusted to pH 7 with acetic acid, and concentrated to dryness to give 4.11 g of lithium 2-methyl-2-(5-pyrimidinyl)propionate as a pale solid.

Workup

  1. temperaturewas heated
  2. temperatureto reflux under argon for 26 h
  3. temperatureto cool
  4. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-f05915991b0345408594eb1106f8a1bf
Source dataset
uspto-grants-1997_11
Patent number
US05691323

Reaction notes

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