Sodium Hydroxide → HCID 19010498, compound

HRID 1741751Notes

Reaction equation

HRID 1741751 reaction equation
[OH-].[Na+].[C:3]([CH:7]([C:32]1[CH:37]=[CH:36][C:35]2[O:38][CH2:39][O:40][C:34]=2[CH:33]=1)[O:8][C:9]1[C:14]([CH2:15][CH2:16][CH3:17])=[CH:13][C:12]([CH2:18][N:19]2[C:27]3[CH:26]=[CH:25][N:24]=[C:23]([Cl:28])[C:22]=3[NH:21][CH2:20]2)=[CH:11][C:10]=1[CH2:29][CH2:30][CH3:31])([O:5]C)=[O:4]>CO.C(Cl)Cl>[C:3]([CH:7]([C:32]1[CH:37]=[CH:36][C:35]2[O:38][CH2:39][O:40][C:34]=2[CH:33]=1)[O:8][C:9]1[C:10]([CH2:29][CH2:30][CH3:31])=[CH:11][C:12]([CH2:18][N:19]2[C:27]3[CH:26]=[CH:25][N:24]=[C:23]([Cl:28])[C:22]=3[NH:21][CH2:20]2)=[CH:13][C:14]=1[CH2:15][CH2:16][CH3:17])([OH:5])=[O:4]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 19010504HCID 19010504, compound

Product 1

HCID 19010498HCID 19010498, compoundYield 83.8%

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 (22 mg, 0.0410 mmol) in methanol (1mL). A few drops of methylene chloride were added to allow stirring then the mixture was stirred at room temperature for 2.5 h. The solvent was removed in vacuo then 5% citric acid solution added. The precipitate was filtered off, washed with water and dried in vacuo to give the titled carboxylic acid (18 mg).

Workup

  1. stirringthe mixture was stirred at room temperature for 2.5 h
  2. customThe solvent was removed in vacuo
  3. addition5% citric acid solution added
  4. filtrationThe precipitate was filtered off
  5. washwashed with water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-282cb9079feb464b9863afc4fb34e1c1
Source dataset
uspto-grants-1994_08
Patent number
US05334598

Reaction notes

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