Hydroxyamine hydrochloride → HCID 20644635, compound

HRID 2175222Notes

Reaction equation

HRID 2175222 reaction equation
[Br:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6][C:7]2=O.Cl.[NH2:14][OH:15]>N1C=CC=CC=1>[Br:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6]/[C:7]/2=[N:14]\[OH:15]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 108895725-Bromo-1,2,3,4-tetrahydronaphthalen-1-one

Product 1

HCID 20644635HCID 20644635, compoundYield 132.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 5-bromo-3,4-dihydronaphthalen-1(2H)-one (1.0 g, 4.44 mmol) in pyridine (15 mL) was added hydroxylamine hydrochloride (0.617 g, 8.89 mmol). The reaction mixture was stirred at room temperature for 1 h and then concentrated. The resulting residue was treated with water (60 mL) and extracted with ethyl acetate (60 mL). The organic layer was dried over anhydrous Na2SO4, filtered, and concentrated to afford the title compound (1.41 g, 99% yield) as white solid. LCMS, [M+Na]+=240.0.

Workup

  1. concentrationconcentrated
  2. additionThe resulting residue was treated with water (60 mL)
  3. extractionextracted with ethyl acetate (60 mL)
  4. dry with materialThe organic layer was dried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-4788e4e8485741aeaba6e49a73938194
Source dataset
uspto-grants-2015_06
Patent number
US09062028B2

Reaction notes

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