Lithium hydroxide, monohydrate → HCID 87734401, compound

HRID 902957Notes

Reaction equation

HRID 902957 reaction equation
[C:1]([O:5][C:6](=[O:26])[CH2:7][C:8]1([CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[C:13](=[O:14])[O:12]C(C)(C)[O:10][C:9]1=[O:17])([CH3:4])([CH3:3])[CH3:2].O.[OH-].[Li+]>C1COCC1.O>[C:22]([O:21][C:19](=[O:20])[CH2:18][C:8]([C:13]([OH:14])=[O:12])([C:9]([OH:17])=[O:10])[CH2:7][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:26])([CH3:23])([CH3:24])[CH3:25]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 69211890HCID 69211890, compound

Product 1

HCID 87734401HCID 87734401, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

The compound of Example 165 (200 mg, 0.54 mmol) was dissolved in a mixture of THF (10 mL) and water (2 mL). Lithium hydroxide monohydrate (46 mg, 1.07 mmol) was added and the mixture was stirred for 24 h at room temperature. The solvent was evaporated and the residue was dissolved in water (5 mL) and extracted with ether. The water phase was acidified by HCl to pH1 and extracted with ethyl acetate. After drying over sodium sulfate, filtration and evaporation, the solvent was evaporated to dryness. 1H NMR(CDCl3, 300 MHz): 1.43(s, 18H); 3.10(s, 4H).

Workup

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in water (5 mL)
  3. extractionextracted with ether
  4. extractionextracted with ethyl acetate
  5. dry with materialAfter drying over sodium sulfate, filtration and evaporation
  6. customthe solvent was evaporated to dryness

Sources & evidence

ORD record
ord-faca12927bf14db2b3fbbc8eb8ef4939
Source dataset
uspto-grants-2008_04
Patent number
US07365091B2

Reaction notes

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