Hydrochloric Acid → HCID 214553, compound

HRID 727417Notes

Reaction equation

HRID 727417 reaction equation
[CH2:1]1[C:12]2=[C:13]3[C:8](=[CH:9][CH:10]=[CH:11]2)[CH:7]=[CH:6][CH:5]=[C:4]3[CH2:3][CH:2]1[NH:14]C(=O)C.Cl.[OH-].[Na+]>O1CCOCC1>[CH2:3]1[C:4]2=[C:13]3[C:8](=[CH:7][CH:6]=[CH:5]2)[CH:9]=[CH:10][CH:11]=[C:12]3[CH2:1][CH:2]1[NH2:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 9859366HCID 9859366, compound

Product 1

HCID 214553HCID 214553, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

N-(2,3-Dihydro-1H-phenalen-2-yl)acetamide (0.97 mmol; 0.22 g) is solubilized in 2 cm3 of dioxane and 9 cm3 of 10% HCl are added. The mixture is maintained at 100° C. for 3 h and then at 90° C. overnight. After cooling, 10% NaOH is added until the pH is basic and the amine is extracted with CH2Cl2. The organic phase is dried over MgSO4 and evaporated under reduced pressure. The desired amine is thus isolated without further purification.

Workup

  1. customat 90° C.
  2. customovernight
  3. temperatureAfter cooling
  4. extractionthe amine is extracted with CH2Cl2
  5. dry with materialThe organic phase is dried over MgSO4
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-96e0a8bb876d4bd584db6aa29207d4f6
Source dataset
uspto-grants-1998_01
Patent number
US05712312

Reaction notes

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