Lithium hydroxide, monohydrate → HCID 178524764, compound

HRID 1953056Notes

Reaction equation

HRID 1953056 reaction equation
O[Li].O.[OH:4][C:5]1[C:10]([C:11]([O:13]C)=[O:12])=[CH:9][N:8]=[CH:7][N:6]=1>O.O1CCCC1>[OH:4][C:5]1[C:10]([C:11]([OH:13])=[O:12])=[CH:9][N:8]=[CH:7][N:6]=1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 178498837HCID 178498837, compound

Product 1

HCID 178524764HCID 178524764, compound

Reagents, catalysts & solvents 1

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

Procedure

The moist sodium salt of methyl 4-hydroxypyrimidine-5-carboxylate obtained as in Example 2a) was taken up in water/tetrahydrofuran=1:1, and 1.0 eq of LiOH.H2O was added. Following hydrolysis of the ester over 3.5 hours at 0° C. and 2 hours at room temperature, most of the tetrahydrofuran was evaporated and, at 0° C., a pH of 3 was adjusted using eq. HCl solution. After about 45 minutes at 0° C., the title product was filtered off. Drying gave the acid in a yield of 3.55 g (78%).

Workup

  1. additionwas added
  2. custom2 hours at room temperature, most of the tetrahydrofuran was evaporated and, at 0° C.
  3. filtrationthe title product was filtered off
  4. customDrying
  5. customgave the acid in a yield of 3.55 g (78%)

Sources & evidence

ORD record
ord-bf7b8571eb4f4372a70f6bb8fc3b029e
Source dataset
uspto-grants-2000_09
Patent number
US06114527

Reaction notes

Loading…