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Sodium Hydroxide → HCID 178519985, compound

HRID 43458
Notes
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Reaction equation

HRID 43458 reaction equation
C[O:2][CH:3](OC)[C:4]1[NH:5][CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[N:8]=1.[OH-].[Na+]>S(=O)(=O)(O)O>[F:12][C:9]([F:10])([F:11])[C:7]1[N:8]=[C:4]([CH:3]=[O:2])[NH:5][CH:6]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178499627HCID 178499627, compound

Product 1

HCID 178519985HCID 178519985, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
90 °C

Procedure

2 N sulfuric acid (20 ml) was added to 2-(dimethoxymethyl)-4-(trifluoromethyl)-1H-imidazole obtained in Example (33a) (720 mg, 3.43 mmol), and the mixture was stirred at 90° C. for one hour. The reaction solution was neutralized with a 1 N aqueous sodium hydroxide solution, followed by extraction with ethyl acetate. Then, the organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure, to obtain 0.376 g of the title compound as a white solid (67%).

Workup

  1. extractionfollowed by extraction with ethyl acetate
  2. washThen, the organic layer was washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-f116ae624e084a38a2c47faa9fe69926
Source dataset
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08536197B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes