Lithium Hydroxide → HCID 15341798, compound

HRID 1756192Notes

Reaction equation

HRID 1756192 reaction equation
[CH3:1][O:2][C:3]1[C:4]([CH2:38][CH2:39][CH3:40])=[C:5]([CH:31]=[CH:32][C:33]=1[C:34]([NH:36][CH3:37])=[O:35])[O:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:27]=[CH:26][C:14]2[CH2:15][CH2:16][CH:17]([CH2:19][CH2:20][C:21]([O:23]CC)=[O:22])[O:18][C:13]=2[C:12]=1[CH2:28][CH2:29][CH3:30].[OH-].[Li+]>CO>[CH3:1][O:2][C:3]1[C:4]([CH2:38][CH2:39][CH3:40])=[C:5]([CH:31]=[CH:32][C:33]=1[C:34]([NH:36][CH3:37])=[O:35])[O:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:27]=[CH:26][C:14]2[CH2:15][CH2:16][CH:17]([CH2:19][CH2:20][C:21]([OH:23])=[O:22])[O:18][C:13]=2[C:12]=1[CH2:28][CH2:29][CH3:30]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 15341797HCID 15341797, compound

Product 1

HCID 15341798HCID 15341798, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound of Example 13 (160 mg, 0.2877 mmol) was added to 2 ml of methanol and 432 μl of 1M lithium hydroxide was added. The reaction mixture was stirred at room temperature overnight. The solvent was removed under vacuum, water (5.0 ml) was added and the solution was acidified with 10% hydrochloric acid then extracted 3 times with ethyl acetate. The combined extracts were dried over anhydrous magnesium sulfate and filtered. The solvent was removed under vacuum to give a gum. Further drying under high vacuum overnight gave the product.

Workup

  1. additionwas added
  2. customThe solvent was removed under vacuum, water (5.0 ml)
  3. additionwas added
  4. extractionthen extracted 3 times with ethyl acetate
  5. dry with materialThe combined extracts were dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customThe solvent was removed under vacuum
  8. customto give a gum
  9. customFurther drying under high vacuum overnight
  10. customgave the product

Sources & evidence

ORD record
ord-49ce631ea49f476da1284529bed02bdc
Source dataset
uspto-grants-1995_08
Patent number
US05439937

Reaction notes

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