Hydroxyamine hydrochloride → HCID 59925106, compound

HRID 1760725Notes

Reaction equation

HRID 1760725 reaction equation
[CH2:1]([C:3]1([CH2:16][CH3:17])[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][CH3:14])[CH:11]=2)[CH2:6][CH2:5][C:4]1=O)[CH3:2].Cl.[NH2:19][OH:20]>N1C=CC=CC=1>[CH2:1]([C:3]1([CH2:16][CH3:17])[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][CH3:14])[CH:11]=2)[CH2:6][CH2:5][C:4]1=[N:19][OH:20])[CH3:2]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 13011008HCID 13011008, compound

Product 1

HCID 59925106HCID 59925106, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1,1-Diethyl-7-methoxy-3,4-dihydro-1H-naphthalen-2-one (4.40 g, 18.96 mmol) in dry pyridine (20 mL) with the hydroxylamine hydrochloride salt (10.54 g, 151.7 mmol) was heated to 80° C. for one day. The mixture was cooled down to r.t., then the pyridine was removed under vaccum. The green gum was dissolved with AcOEt, washed with H2O, HCl 10%, H2O, brine, dried over MgSO4 and filtered through a small silica pad. The crude compound was used without any other purification (4.69 g, 100%).

Workup

  1. customthe pyridine was removed under vaccum
  2. dissolutionThe green gum was dissolved with AcOEt
  3. washwashed with H2O, HCl 10%, H2O, brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered through a small silica pad
  6. customThe crude compound was used without any other purification (4.69 g, 100%)

Sources & evidence

ORD record
ord-e3103918e1d24a56b27dc70628e2ec84
Source dataset
uspto-grants-2005_01
Patent number
US06844368B1

Reaction notes

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