Sulfuric Acid → HCID 21152206, compound

HRID 372555Notes

Reaction equation

HRID 372555 reaction equation
S(=O)(=O)(O)O.[CH3:6][N:7]1[CH2:12][CH2:11][N:10]([CH:13]2[CH2:19][CH2:18][C:17]3[CH:20]=[CH:21][CH:22]=[CH:23][C:16]=3[CH:15](O)[CH2:14]2)[CH2:9][CH2:8]1>O1CCOCC1>[CH3:6][N:7]1[CH2:8][CH2:9][N:10]([CH:13]2[CH:14]=[CH:15][C:16]3[CH:23]=[CH:22][CH:21]=[CH:20][C:17]=3[CH2:18][CH2:19]2)[CH2:11][CH2:12]1

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 54298099HCID 54298099, compound

Product 1

HCID 21152206HCID 21152206, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
20 °C

Procedure

18 ml of 18 N sulfuric acid were added to a refluxing solution of 9 g of the product of Step B in 180 ml of dioxane and the mixture was refluxed for 30 minutes and then was concentrated and cooled to 20° C. 100 ml of ice-water were added thereto and the mixture was extracted with ethyl acetate. The aqueous phase was made alkaline with concentrated ammonium hydroxide and was extracted with methylene chloride. The organic phase was dried and evaporated to dryness to obtain 6.2 g of 7-(4-methylpiperazin-1-yl)-6,7-dihydro [5H] benzocycloheptene.

Workup

  1. temperaturethe mixture was refluxed for 30 minutes
  2. concentrationwas concentrated
  3. addition100 ml of ice-water were added
  4. extractionthe mixture was extracted with ethyl acetate
  5. extractionwas extracted with methylene chloride
  6. customThe organic phase was dried
  7. customevaporated to dryness

Sources & evidence

ORD record
ord-97578cd3d1c34a92984003db9a6f3e11
Source dataset
uspto-grants-1978_05
Patent number
US04091115

Reaction notes

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