Lithium Hydroxide → HCID 62757161, compound

HRID 219686Notes

Reaction equation

HRID 219686 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[N:7][C:8]([CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)=[N:9][CH:10]=1)=[O:4].[Li+].[OH-]>>[CH:11]1([C:8]2[N:9]=[CH:10][C:5]([C:3]([OH:4])=[O:2])=[CH:6][N:7]=2)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]1

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 69122582HCID 69122582, compound

Product 1

HCID 62757161HCID 62757161, compoundYield 22.1%

Procedure

A solution of 2-cyclohexyl-pyrimidine-5-carboxylic acid methyl ester (0.97 g, 4.39 mmol) and aqueous LiOH (1 M, 4.39 mL) MeOH (6 mL) is stirred at room temperature overnight. MeOH is evaporated in vacuo, and the aqueous solution is treated with 3 N HCl to adjust the pH to between 2 and 3. The resulting precipitate is filtered off, washed with water and dried in vacuo to afford 2-cyclohexyl-pyrimidine-5-carboxylic acid (0.2 g, 22%) as a solid. MS: 207 (M+H).

Workup

  1. customMeOH is evaporated in vacuo
  2. additionthe aqueous solution is treated with 3 N HCl
  3. filtrationThe resulting precipitate is filtered off
  4. washwashed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-0dbc7754145b4c229707a4390ffa14c0
Source dataset
uspto-grants-2012_06
Patent number
US08202863B2

Reaction notes

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