Lithium hydroxide, monohydrate → HCID 57919906, compound

HRID 554899Notes

Reaction equation

HRID 554899 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-ac3c596bba634fae994a25dbe68d9628
Source dataset
uspto-grants-2011_11
Patent number
US08049016B2

Reaction notes

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