Hydrochloric Acid → HCID 86584173, compound

HRID 1386417Notes

Reaction equation

HRID 1386417 reaction equation
[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[C:15](=O)[CH2:14][CH2:13][CH2:12]3)[CH:5]=[CH:4][N:3]=[CH:2]1.[NH2:20][OH:21].Cl>N1C=CC=CC=1.O>[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[C:15](=[N:20][OH:21])[CH2:14][CH2:13][CH2:12]3)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 787HydroxylamineHCID 154869126-(2-Imidazole-1-yl-ethoxy)-3,4-dihydro-2H-naphthalen-1-one

Product 1

HCID 86584173HCID 86584173, compoundYield 83.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1049PyridineSolvent

Procedure

A solution of 1.0 g (3.9 mmol) of 6-[2-(1H-1-imidazolyl)ethoxy]-1,2,3,4-tetrahydro-1-naphthalenone in 10 mL of pyridine was treated with 0.41 g (5.9 mmol) of hydroxylamine×HCl and the solution heated at reflux overnight. The solution was diluted with H2O and the product collected and dried. There was obtained 0.88 g (83% yield) of the product as a white solid, mp 177-179° C. The structure was confirmed by NMR and mass spectroscopy. MS m/z 272 (M+H+).

Workup

  1. temperaturethe solution heated
  2. temperatureat reflux overnight
  3. customthe product collected
  4. customdried

Sources & evidence

ORD record
ord-278516a22a55448298a0c2f6ffddc310
Source dataset
uspto-grants-2001_07
Patent number
US06265422B1

Reaction notes

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