Lithium hydroxide, monohydrate → HCID 57919906, compound

HRID 1882371Notes

Reaction equation

HRID 1882371 reaction equation
[F:1][C:2]1[CH:27]=[CH:26][C:5]([CH2:6][N:7]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[N:9]([C:16]3[S:17][C:18]([C:22]([O-:24])=[O:23])=[C:19]([CH3:21])[N:20]=3)[C:8]2=[O:25])=[CH:4][CH:3]=1.O.[OH-].[Li+]>O1CCCC1.O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[N:9]([C:16]3[S:17][C:18]([C:22]([OH:24])=[O:23])=[C:19]([CH3:21])[N:20]=3)[C:8]2=[O:25])=[CH:26][CH:27]=1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 86635201HCID 86635201, compound

Product 1

HCID 57919906HCID 57919906, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A suspension of 2-(3-(4-fluorobenzyl)-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl)-4-methylthiazole-5-carboxylate in a mixture of tetrahydrofuran and water (2/1) is added lithium hydroxide monohydrate (6.9 equivalents) at ambient temperature. The reaction mixture is stirred at ambient temperature for 17 h and concentrated in vacuo. The residue is acidified by the addition of 4 M hydrochloric acid solution to pH˜3. The solid is collected by filtration, washed with water and hexane, and dried in vacuo to afford the title compound.

Workup

  1. concentrationconcentrated in vacuo
  2. additionThe residue is acidified by the addition of 4 M hydrochloric acid solution to pH˜3
  3. filtrationThe solid is collected by filtration
  4. washwashed with water and hexane
  5. customdried in vacuo

Sources & evidence

ORD record
ord-2f73864f13a340999dad9927cf0bf742
Source dataset
uspto-grants-2012_11
Patent number
US08318949B2

Reaction notes

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