Tetrahydrofuran → HCID 12952273, compound

HRID 1577992Notes

Reaction equation

HRID 1577992 reaction equation
C([O:9][CH:10]1[CH2:23][CH2:22][C:21]2[O:20][C:19]3[C:14](=[CH:15][C:16]([Br:24])=[CH:17][CH:18]=3)[C:13](=[O:25])[C:12]=2[CH2:11]1)(=O)C1C=CC=CC=1.O1CCCC1.[OH-].[K+]>CO>[Br:24][C:16]1[CH:15]=[C:14]2[C:19]([O:20][C:21]3[CH2:22][CH2:23][CH:10]([OH:9])[CH2:11][C:12]=3[C:13]2=[O:25])=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 14797Potassium HydroxideHCID 12952203HCID 12952203, compound

Product 1

HCID 12952273HCID 12952273, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

45.0 g of 2-benzoyloxy-7-bromo-1,2,3,4-tetrahydro-9-oxo-xanthene obtained in Example 4 was suspended in a mixed solution of 240 ml of tetrahydrofuran and 90 ml of methanol. To the suspension was added dropwise at room temperature 45 ml of an aqueous solution containing 7.0 g of potassium hydroxide. After stirring the resulting solution for two hours, the solvent was removed by distillation. To the thus obtained crystals was added 300 ml of water, and the mixture was thoroughly agitated and filtered. The filtrate was recrystallized from ethanol to obtain 26.6 g (yield: 79.8%) of 7-bromo-2-hydroxy-1,2,3,4-tetrahydro-9-oxo-xanthene as light yellowish prism-like crystals.

Workup

  1. customthe solvent was removed by distillation
  2. additionTo the thus obtained crystals was added 300 ml of water
  3. stirringthe mixture was thoroughly agitated
  4. filtrationfiltered
  5. customThe filtrate was recrystallized from ethanol

Sources & evidence

ORD record
ord-4265ba42755a4517969f232d84ce9c2c
Source dataset
uspto-grants-1981_09
Patent number
US04290954

Reaction notes

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