Lithium hydroxide, monohydrate → HCID 21251123, compound

HRID 1531906Notes

Reaction equation

HRID 1531906 reaction equation
C[O:2][C:3]([C:5]1[C:9]([N:10]([S:18]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=2)(=[O:20])=[O:19])[CH2:11][C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)=[C:8]([Br:29])[S:7][CH:6]=1)=[O:4].O.[OH-].[Li+]>C1COCC1.CO>[Br:29][C:8]1[S:7][CH:6]=[C:5]([C:3]([OH:4])=[O:2])[C:9]=1[N:10]([S:18]([C:21]1[CH:22]=[CH:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=1)(=[O:19])=[O:20])[CH2:11][C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 9870466HCID 9870466, compound

Product 1

HCID 21251123HCID 21251123, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

To a solution of 0.40 g (0.860 mmol) of the product of Example 18 in 9.0 mL of THF-MeOH (1:1) was added 0.072 g (1.72 mmol) of lithium hydroxide monohydrate. The reaction mix was heated to reflux for 18 h and then concentrated in vacuo. The residue was washed with THF and filtered. The filtrate was concentrated in vacuo to provide 0.388 g (100%) of the desired product as a white foam. Electrospray Mass Spec: 483 (M+H).

Workup

  1. additionThe reaction mix
  2. temperaturewas heated
  3. temperatureto reflux for 18 h
  4. concentrationconcentrated in vacuo
  5. washThe residue was washed with THF
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-295ca8194f9944eba1d11985ff28dda0
Source dataset
uspto-grants-2001_03
Patent number
US06200996B1

Reaction notes

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