Hydrochloric Acid → 4-Amino-1,2,3,4-tetrahydronaphthalen-1-one hydrochloride

HRID 372389Notes

Reaction equation

HRID 372389 reaction equation
[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]([NH:12]C=O)[CH2:4][CH2:3]1.[ClH:15]>C(O)C>[ClH:15].[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]([NH2:12])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 20537306N-(4-Oxo-1,2,3,4-tetrahydronaphthalen-1-yl)formamide

Product 1

HCID 203273204-Amino-1,2,3,4-tetrahydronaphthalen-1-one hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 19.6 g. of N-(1,2,3,4-tetrahydro-4-oxo-1-naphthyl)formamide in 214 ml. of 95% ethanol and 214 ml. of 2N hydrochloric acid is heated at reflux for 3 hours and then stirred at room temperature for 2 days. The solution is filtered and the filtrate concentrated in vacuo to afford a dark residue. The residue is dried by adding ethanol and evaporating the mixture in vacuo. This procedure affords 20.2 of the title compound, melting point 200°-216° C. (dec.).

Workup

  1. temperatureat reflux for 3 hours
  2. filtrationThe solution is filtered
  3. concentrationthe filtrate concentrated in vacuo
  4. customto afford a dark residue
  5. customThe residue is dried
  6. additionby adding ethanol
  7. customevaporating the mixture in vacuo

Sources & evidence

ORD record
ord-225359e8c0804973bf0d52f908d0df84
Source dataset
uspto-grants-1978_05
Patent number
US04091018

Reaction notes

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