Water → N-(3,4-dihydro-2H-naphthalen-1-ylidene)hydroxylamine

HRID 974785Notes

Reaction equation

HRID 974785 reaction equation
CO[C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][CH2:9][C:10]2=O)=[CH:5][CH:4]=1.Cl.[NH2:15][OH:16].O>N1C=CC=CC=1>[C:10]1(=[N:15][OH:16])[C:11]2[C:6](=[CH:5][CH:4]=[CH:3][CH:12]=2)[CH2:7][CH2:8][CH2:9]1

Participants

5

Reactant 3

HCID 962WaterHCID 812767-Methoxy-1,2,3,4-tetrahydronaphthalen-1-oneHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 76876N-(3,4-dihydro-2H-naphthalen-1-ylidene)hydroxylamine

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 7-methoxy-1-tetralone (10 g; 56.8 mmol) in pyridine (28 ml) and hydroxylamine hyrochloride (9 g; 130.6 mmol) was refluxed for 12 hours. The mixture was poured into water and extracted with CH2Cl2. The organic phase was washed with 1N HCl and 0.5N NaHC3, dried over MgSO4 and evaporated to give 7-methoxy-,1,2,3,4-tetrahydronaphthalen-1-one oxime as a brown solid (10 g; 92.5%).

Workup

  1. extractionextracted with CH2Cl2
  2. washThe organic phase was washed with 1N HCl and 0.5N NaHC3
  3. dry with materialdried over MgSO4
  4. customevaporated

Sources & evidence

ORD record
ord-2d5a636256cc48df82949092d4bcb43a
Source dataset
uspto-grants-1997_03
Patent number
US05607928

Reaction notes

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