Hydrochloric Acid → 4-amino-3,4-dihydro-2H-naphthalen-1-one

HRID 2072150Notes

Reaction equation

HRID 2072150 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)C)[CH2:4][CH2:3]1.Cl>O>[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 13037024N-(4-Oxo-1,2,3,4-tetrahydronaphthalen-1-yl)acetamide

Product 1

HCID 137386604-amino-3,4-dihydro-2H-naphthalen-1-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 41.4 g. of crude N-(1,2,3,4-tetrahydro -4-oxo-1-naphthyl)acetamide, 300 ml. of concentrated hydrochloric acid and 250 ml. of water is stirred and heated at reflux overnight. The mixture is decanted, filtered, and the cooled filtrate is extracted with 300 ml. of chloroform. The aqueous solution is evaporated to dryness in vacuo to afford 26.55 g. of the title product.

Workup

  1. additionA mixture of 41.4 g
  2. temperatureheated
  3. temperatureat reflux overnight
  4. customThe mixture is decanted
  5. filtrationfiltered
  6. extractionthe cooled filtrate is extracted with 300 ml
  7. customThe aqueous solution is evaporated to dryness in vacuo
  8. customto afford 26.55 g

Sources & evidence

ORD record
ord-882cd756c5a9403192589e2bdd1d5f37
Source dataset
uspto-grants-1977_09
Patent number
US04049717

Reaction notes

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