Sodium Hydroxide → HCID 54186395, compound

HRID 2412409Notes

Reaction equation

HRID 2412409 reaction equation
[CH3:1][O:2][N:3]=[C:4]([C:10]1[C:14]2[CH:15]=[CH:16][C:17]([F:19])=[CH:18][C:13]=2[S:12][CH:11]=1)[C:5]([O:7]CC)=[O:6].[OH-].[Na+]>C(O)C>[CH3:1][O:2][N:3]=[C:4]([C:10]1[C:14]2[CH:15]=[CH:16][C:17]([F:19])=[CH:18][C:13]=2[S:12][CH:11]=1)[C:5]([OH:7])=[O:6]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 53695024HCID 53695024, compound

Product 1

HCID 54186395HCID 54186395, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3.50 g of ethyl α-methoxyimino-α-(6-fluoro-3-benzothienyl)acetate in 75 ml of ethanol containing 40 ml of 0.5N sodium hydroxide was stirred at 24° C. for nineteen hours. The solution was then concentrated to a volume of about 50 ml, and 50 ml of water were added. The aqueous solution was washed with dichloromethane, filtered, and then acidified to pH 2 by addition of 6N hydrochloric acid. The precipitate that formed was collected by filtration and identified as 3.02 g (95%) of α-methoxyimino-α-(6-fluoro-3-benzothienyl)acetic acid. m.p. 150°-151° C.

Workup

  1. concentrationThe solution was then concentrated to a volume of about 50 ml, and 50 ml of water
  2. additionwere added
  3. washThe aqueous solution was washed with dichloromethane
  4. filtrationfiltered
  5. additionacidified to pH 2 by addition of 6N hydrochloric acid
  6. customThe precipitate that formed
  7. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-89c68b12fb1347fab96ec9744478503c
Source dataset
uspto-grants-1985_01
Patent number
US04492693

Reaction notes

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