Lithium Hydroxide → HCID 11350643, compound

HRID 1945205Notes

Reaction equation

HRID 1945205 reaction equation
[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([O:6][C@@H:7]([CH3:12])[C:8]([O:10]C)=[O:9])=[C:4]([O:15][C:16]2[CH:21]=[CH:20][C:19]([S:22]([CH2:25][CH3:26])(=[O:24])=[O:23])=[CH:18][C:17]=2[Cl:27])[CH:3]=1.[OH-].[Li+]>O.C1COCC1>[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([O:6][C@@H:7]([CH3:12])[C:8]([OH:10])=[O:9])=[C:4]([O:15][C:16]2[CH:21]=[CH:20][C:19]([S:22]([CH2:25][CH3:26])(=[O:23])=[O:24])=[CH:18][C:17]=2[Cl:27])[CH:3]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 66995508HCID 66995508, compound

Product 1

HCID 11350643HCID 11350643, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of the product from step (iii) (2.3 g) and lithium hydroxide (0.303 g) in water (10 ml) and THF (10 ml) was stirred at RT for 1 h. The mixture was diluted with water, extracted with diethylether then the aqueous layer acidified by 2M hydrochloric acid and extracted with ethylacetate. The ethyl acetate layer was dried, evaporated under reduced pressure and the residue purified by RPHPLC.

Workup

  1. extractionextracted with diethylether
  2. extractionextracted with ethylacetate
  3. dry with materialThe ethyl acetate layer was dried
  4. customevaporated under reduced pressure
  5. customthe residue purified by RPHPLC

Sources & evidence

ORD record
ord-38e81cff4d454363a8563d15e17b1f74
Source dataset
uspto-grants-2013_03
Patent number
US08394986B2

Reaction notes

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