Water → HCID 13490388, compound

HRID 485471Notes

Reaction equation

HRID 485471 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]2[S:11][C:10]3[CH:12]=[C:13]([C:16]([OH:18])=[O:17])[CH:14]=[CH:15][C:9]=3[CH2:8][CH:7](O)[C:6]=2[CH:20]=1.S(=O)(=O)(O)O.O>C(O)(=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]2[S:11][C:10]3[CH:12]=[C:13]([C:16]([OH:18])=[O:17])[CH:14]=[CH:15][C:9]=3[CH:8]=[CH:7][C:6]=2[CH:20]=1

Participants

5

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 134904028-Fluoro-10-hydroxy-10,11-dihydrodibenzo[b,f]thiepin-3-carboxylic Acid

Product 1

HCID 13490388HCID 13490388, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Suspend 14.8 gm of the crude alcohol from Step C in 300 ml of glacial acetic acid and heat the mixture with stirring in an oil-bath at 110°-115° C. Add 50 ml of sulfuric acid in a thin stream. Continue stirring and heating for 15 minutes. Cool and pour into 500 ml of water. Separate the solids by filtration and stir at room temperature in 125 ml of ethylacetate overnight. Separate the solids by filtration to obtain the title product. (m.p. 273°-275° C.)

Workup

  1. temperatureheat the mixture
  2. stirringContinue stirring
  3. temperatureheating for 15 minutes
  4. temperatureCool
  5. customSeparate the solids
  6. filtrationby filtration
  7. stirringstir at room temperature in 125 ml of ethylacetate overnight
  8. customSeparate the solids
  9. filtrationby filtration

Sources & evidence

ORD record
ord-2fcfd4ac44f245daa75b30cfff06902f
Source dataset
uspto-grants-1985_08
Patent number
US04536507

Reaction notes

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