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

HRID 1730728Notes

Reaction equation

HRID 1730728 reaction equation
C([NH:3][CH:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7](=[O:14])[CH2:6][CH2:5]1)=O.[ClH:15]>C(O)C>[ClH:15].[O:14]=[C:7]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:4]([NH2:3])[CH2:5][CH2:6]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-formyl-1,2,3,4-tetrahydro-4-oxo-1-naphthylamine 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 using ethanol to remove water in vacuo. This procedure affords 20.2 g of the title compound, m.p. 200° to 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. customto remove water in vacuo

Sources & evidence

ORD record
ord-919c6834b69d4b35a65e4ff54682178c
Source dataset
uspto-grants-1976_11
Patent number
US03993677

Reaction notes

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