Lithium hydroxide, monohydrate → HCID 59625841, compound

HRID 403320Notes

Reaction equation

HRID 403320 reaction equation
F[C:2]1[CH:22]=[CH:21][C:5]([CH2:6][C:7]2[C:15]3[C:10](=[CH:11][C:12]([C:16]([O:18]C)=[O:17])=[CH:13][CH:14]=3)[N:9]([CH3:20])[CH:8]=2)=[CH:4][CH:3]=1.O[Li].O>C1COCC1.O>[CH2:6]([C:7]1[C:15]2[C:10](=[CH:11][C:12]([C:16]([OH:18])=[O:17])=[CH:13][CH:14]=2)[N:9]([CH3:20])[CH:8]=1)[C:5]1[CH:4]=[CH:3][CH:2]=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 67289171HCID 67289171, compound

Product 1

HCID 59625841HCID 59625841, compoundYield 104.1%

Reagents, catalysts & solvents 1

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

Procedure

A solution of compound 25c (175 mg, 0.59 mmol), and LiOH.H2O (101 mg, 2.41 mmol) in THF/H2O (3/3 mL) was stirred at room temperature for 6 h. The resultant mixture was concentrated and partitioned between CH2Cl2 and water. The aqueous layer was acidified with 1N HCl(aq) to pH˜4. The organic layer was dried over Na2SO4 and concentrated to give compound 25d (163 mg), which was used in the next reaction without further purification.

Workup

  1. concentrationThe resultant mixture was concentrated
  2. custompartitioned between CH2Cl2 and water
  3. dry with materialThe organic layer was dried over Na2SO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-fcc1acf5b5364ea8a28515ef63cc4023
Source dataset
uspto-grants-2014_06
Patent number
US08748417B2

Reaction notes

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