Lithium Hydroxide → HCID 67847834, compound

HRID 1535069Notes

Reaction equation

HRID 1535069 reaction equation
C([O:8][C:9](=[O:39])[C@H:10]([CH2:30][C:31]1[CH:36]=[CH:35][C:34]([O:37][CH3:38])=[CH:33][CH:32]=1)[N:11]([C:20]([O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:21])[C:12](=[O:19])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][NH2:18])C1C=CC=CC=1.[Li+].[OH-]>O1CCCC1.O>[C:20]([N:11]([C:12](=[O:19])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][NH2:18])[C@H:10]([C:9]([OH:39])=[O:8])[CH2:30][C:31]1[CH:36]=[CH:35][C:34]([O:37][CH3:38])=[CH:33][CH:32]=1)([O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:21]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 67847820HCID 67847820, compound

Product 1

HCID 67847834HCID 67847834, compoundYield 70.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2.66 g (5 mmol) of the resultant compound of Example 170 in 60 mL of tetrahydrofuran was cooled to 0° C., treated with 0.63 g (15 mmol) of LiOH in 30 mL of H2O and allowed to stir for 2 h. After concentration of the solvent, the mixture was partitioned between H2O and ether, acidified, extracted with ethyl acetate, dried over MgSO4 and concentrated to give 1.55 g (70%) of the desired compound.

Workup

  1. customAfter concentration of the solvent, the mixture was partitioned between H2O and ether
  2. extractionextracted with ethyl acetate
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-5df2b374efc44c94a0fa0bba83c623ba
Source dataset
uspto-grants-1992_02
Patent number
US05091575

Reaction notes

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