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

HRID 616054Notes

Reaction equation

HRID 616054 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 using ethanol to remove water in vacuo and this procedure affords 20.2 g of the title compound, melting point 200° C 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-cf9a6a1c2e3b405d8c9693c6aa615391
Source dataset
uspto-grants-1978_02
Patent number
US04072711

Reaction notes

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