Lithium Hydroxide → HCID 86753476, compound

HRID 1459417Notes

Reaction equation

HRID 1459417 reaction equation
[CH3:1][C:2]([CH3:24])([O:4][C:5]([N:7]1[CH2:15][CH2:14][C:13]2[C:12]3[CH:16]=[CH:17][C:18]([C:20]([O:22]C)=[O:21])=[CH:19][C:11]=3[O:10][C:9]=2[CH2:8]1)=[O:6])[CH3:3].C1COCC1.CO.[Li+].[OH-]>O>[CH3:3][C:2]([CH3:24])([O:4][C:5]([N:7]1[CH2:15][CH2:14][C:13]2[C:12]3[CH:16]=[CH:17][C:18]([C:20]([OH:22])=[O:21])=[CH:19][C:11]=3[O:10][C:9]=2[CH2:8]1)=[O:6])[CH3:1]

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 21899815MeOH tetrahydrofuranHCID 57299205HCID 57299205, compound

Product 1

HCID 86753476HCID 86753476, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
30 °C

Procedure

A solution of 11-11 (0.79 g, 2.38 mmol) in 1:1 THF/MeOH (30 mL) was treated with LiOH (0.95 g, 23.8 mmol) in 10 mL of H2O and heated to 30° C. overnight. The solvents were removed under vacuum and the residue was dissolved in H2O and acidified with 10% KHSO4 and extracted with EtOAc. The organic layer was dried over MgSO4, filtered and evaporated to give 11-12 as an off-white solid.

Workup

  1. customThe solvents were removed under vacuum
  2. dissolutionthe residue was dissolved in H2O
  3. extractionextracted with EtOAc
  4. dry with materialThe organic layer was dried over MgSO4
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-1890f8cb8046403691f8204831174bd6
Source dataset
uspto-grants-1998_12
Patent number
US05854245

Reaction notes

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