Sodium Hydroxide → HCID 9826754, compound

HRID 1741753Notes

Reaction equation

HRID 1741753 reaction equation
[OH-].[Na+].[C:3]([CH:7]([C:31]1[CH:36]=[CH:35][C:34]2[O:37][CH2:38][O:39][C:33]=2[CH:32]=1)[O:8][C:9]1[C:14]([CH2:15][CH2:16][CH3:17])=[CH:13][C:12]([CH2:18][N:19]2[C:23]3[CH:24]=[N:25][CH:26]=[CH:27][C:22]=3[N:21]=[CH:20]2)=[CH:11][C:10]=1[CH2:28][CH2:29][CH3:30])([O:5]C)=[O:4]>CO.C(Cl)Cl>[C:3]([CH:7]([C:31]1[CH:36]=[CH:35][C:34]2[O:37][CH2:38][O:39][C:33]=2[CH:32]=1)[O:8][C:9]1[C:14]([CH2:15][CH2:16][CH3:17])=[CH:13][C:12]([CH2:18][N:19]2[C:23]3[CH:24]=[N:25][CH:26]=[CH:27][C:22]=3[N:21]=[CH:20]2)=[CH:11][C:10]=1[CH2:28][CH2:29][CH3:30])([OH:5])=[O:4]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 19010514HCID 19010514, compound

Product 1

HCID 9826754HCID 9826754, compoundYield 75.6%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneCatalystHCID 887MethanolSolvent

Procedure

A 5N sodium hydroxide solution (0.1 mL) was added to a stirred mixture of the product of Step A (19 mg, 0.038 mmol) in methanol (1 mL). A few drops of methylene chloride were added to allow stirring then the mixture was stirred at room temperature for 3 h. The solvent was removed in vacuo then 5% citric acid solution added. The mixture was extracted with ethyl acetate (3×30 mL), washed water, brine, dried (magnesium sulfate), and the solvent was removed in vacuo to give the titled compound (14 mg).

Workup

  1. stirringthe mixture was stirred at room temperature for 3 h
  2. customThe solvent was removed in vacuo
  3. addition5% citric acid solution added
  4. extractionThe mixture was extracted with ethyl acetate (3×30 mL)
  5. washwashed water, brine
  6. dry with materialdried (magnesium sulfate)
  7. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-91e683167ea34cda9f0fa6dceb460bdd
Source dataset
uspto-grants-1994_08
Patent number
US05334598

Reaction notes

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