Lithium Hydroxide → HCID 15341828, compound

HRID 893469Notes

Reaction equation

HRID 893469 reaction equation
[CH3:1][O:2][C:3]1[C:4]([CH2:37][CH2:38][CH3:39])=[C:5]([CH:27]=[CH:28][C:29]=1[C:30]([N:32]1[CH2:36][CH2:35][CH2:34][CH2:33]1)=[O:31])[O:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[C:12]([CH2:24][CH2:25][CH3:26])=[C:13]([CH:21]=[CH:22][CH:23]=1)[O:14][CH2:15][C:16]([O:18]CC)=[O:17].[OH-].[Li+]>CO>[CH3:1][O:2][C:3]1[C:4]([CH2:37][CH2:38][CH3:39])=[C:5]([CH:27]=[CH:28][C:29]=1[C:30]([N:32]1[CH2:33][CH2:34][CH2:35][CH2:36]1)=[O:31])[O:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[C:12]([CH2:24][CH2:25][CH3:26])=[C:13]([CH:21]=[CH:22][CH:23]=1)[O:14][CH2:15][C:16]([OH:18])=[O:17]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 15341827HCID 15341827, compound

Product 1

HCID 15341828HCID 15341828, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound of Example 49 (150 mg, 0.2769 mmol) and 1 M lithium hydroxide (554 μl, 0.5538 mmol) were added to 2.0 ml of methanol and the reaction mixture was stirred at room temperature overnight. The solvent was removed under vacuum, 2.0 ml of water was added, then the solution was acidified with 10% hydrochloric acid. The solution was extracted three times with ethyl acetate and the combined extracts were dried and filtered. The solvent was removed under vacuum to give the product as a gum.

Workup

  1. customThe solvent was removed under vacuum, 2.0 ml of water
  2. additionwas added
  3. extractionThe solution was extracted three times with ethyl acetate
  4. customthe combined extracts were dried
  5. filtrationfiltered
  6. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-1e062ea9939942de9cf7c652582d2c34
Source dataset
uspto-grants-1992_06
Patent number
US05124350

Reaction notes

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