Hydrochloric Acid → HCID 59864850, compound

HRID 2423294Notes

Reaction equation

HRID 2423294 reaction equation
C([O:3][C:4](=[O:32])[CH2:5][C:6]1[CH:29]=[CH:28][C:9]([O:10][C:11]2[C:12]([N+:25]([O-:27])=[O:26])=[C:13]3[C:17](=[CH:18][CH:19]=2)[NH:16][C:15]([C:20]([O:22]CC)=[O:21])=[CH:14]3)=[C:8]([O:30][CH3:31])[CH:7]=1)C.O[Li].O.Cl>C1COCC1.CO.O>[C:4]([CH2:5][C:6]1[CH:29]=[CH:28][C:9]([O:10][C:11]2[C:12]([N+:25]([O-:27])=[O:26])=[C:13]3[C:17](=[CH:18][CH:19]=2)[NH:16][C:15]([C:20]([OH:22])=[O:21])=[CH:14]3)=[C:8]([O:30][CH3:31])[CH:7]=1)([OH:32])=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 59864804HCID 59864804, compound

Product 1

HCID 59864850HCID 59864850, compound

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

To a solution of 15.3 (0.62 g, 1.40 mmol) in a mixture of THF/CH3OH/H2O (10 mL, ratio=2/2/1), was added LiOH.H2O (1.17 g, 28 mmol). The mixture was stirred at room temperature overnight. The reaction was neutralized with 1N HCl to PH=2, extracted with ethyl acetate twice, the combined organic layer was washed with saturated brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was used without further purification. MS EST (pos.) m/z: 387.1 (M+H)+.

Workup

  1. extractionextracted with ethyl acetate twice
  2. washthe combined organic layer was washed with saturated brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was used without further purification

Sources & evidence

ORD record
ord-42092d176e6d44b297a463c49d466b3e
Source dataset
uspto-grants-2011_06
Patent number
US07960567B2

Reaction notes

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