Potassium Hydroxide → HCID 13491392, compound

HRID 1719355Notes

Reaction equation

HRID 1719355 reaction equation
[F:1][C:2]1[C:3]([F:22])=[C:4]2[O:9][CH2:8][C:7](=[CH2:10])[N:6]3[CH:11]=[C:12]([C:17]([O:19]CC)=[O:18])[C:13](=[O:16])[C:14]([CH:15]=1)=[C:5]23.[OH-].[K+]>C(O)C>[F:1][C:2]1[C:3]([F:22])=[C:4]2[O:9][CH2:8][C:7](=[CH2:10])[N:6]3[CH:11]=[C:12]([C:17]([OH:19])=[O:18])[C:13](=[O:16])[C:14]([CH:15]=1)=[C:5]23

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 13309010HCID 13309010, compound

Product 1

HCID 13491392HCID 13491392, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

900 mg of ethyl 9,10-difluoro-3-methylene-7-oxo-2,3-dihydro-7H-pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylate was suspended in 20 ml of ethanol and 5 ml of an aqueous solution containing 500 mg of potassium hydroxide was added thereto. The resulting mixture was allowed to react for 3 hours at 50°-60° C. (bath temperature). The solvent was distilled off and 10 ml of water was added to the residue and the mixture was neutralized by addition of hydrochloric acid. The precipitate formed was collected by filtration and washed with water and then dried to give 810 mg of 9,10-difluoro-3-methylene-7-oxo-2,3-dihydro-7H-pyrido-(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid as a white powder. The powder was recrystallized from ethanol to give fine needles with mp 273°-276° C. (decomposition).

Workup

  1. additionwas added
  2. customto react for 3 hours at 50°-60° C. (bath temperature)
  3. distillationThe solvent was distilled off
  4. addition10 ml of water was added to the residue
  5. additionthe mixture was neutralized by addition of hydrochloric acid
  6. customThe precipitate formed
  7. filtrationwas collected by filtration
  8. washwashed with water
  9. customdried

Sources & evidence

ORD record
ord-b4553c0106c244279331dc0530fb05a6
Source dataset
uspto-grants-1985_09
Patent number
US04539401

Reaction notes

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