Lithium hydroxide, monohydrate → HCID 59625841, compound

HRID 2365675Notes

Reaction equation

HRID 2365675 reaction equation
[CH2:1]([C:8]1[C:16]2[C:11](=[CH:12][C:13]([C:17]([O:19]C)=[O:18])=[CH:14][CH:15]=2)[N:10]([CH3:21])[CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O[Li].O>C1COCC1.O>[CH2:1]([C:8]1[C:16]2[C:11](=[CH:12][C:13]([C:17]([OH:19])=[O:18])=[CH:14][CH:15]=2)[N:10]([CH3:21])[CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 59625853HCID 59625853, compound

Product 1

HCID 59625841HCID 59625841, compoundYield 108.2%

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

To a solution compound 56c (168 mg, 0.60 mmol), and LiOH.H2O (101 mg, 2.41 mmol) in THF/H2O (3/3 mL) was stirred at room temperature for 6 h. Concentrated the resulted mixture, extracted the residue with CH2Cl2, H2O, acidified the water layer with 1N HCl(aq) to pH˜4. The organic solution was dried over Na2SO4 and concentrated to give 56d (172.2 mg), which was used in the next reaction without further purification. MS m/z (M+H+) 266.2.

Workup

  1. concentrationConcentrated the resulted mixture
  2. extractionextracted the residue with CH2Cl2, H2O
  3. dry with materialThe organic solution was dried over Na2SO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-922b49fe21a343519ebacdce063efc7c
Source dataset
uspto-grants-2014_04
Patent number
US08697683B2

Reaction notes

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