Hydroxyamine hydrochloride → HCID 86758698, compound

HRID 2298816Notes

Reaction equation

HRID 2298816 reaction equation
O=[C:2]1[C:11]2[CH:10]=[N:9][CH:8]=[CH:7][C:6]=2[CH2:5][CH2:4][CH2:3]1.Cl.[NH2:13][OH:14]>N1C=CC=CC=1>[OH:14][N:13]=[C:2]1[C:11]2[CH:10]=[N:9][CH:8]=[CH:7][C:6]=2[CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 111055116,7-dihydro-5H-isoquinolin-8-one

Product 1

HCID 86758698HCID 86758698, compoundYield 103.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 5,6,7,8-tetrahydro-8-oxo-isoquinoline (850 mg) in pyridine (10 ml) was added hydroxylamine hydrochloride (803 mg), and the mixture was stirred at room temperature for 15 hours. The reaction mixture was concentrated in vacuo, and the residue was dissolved in ethyl acetate and washed with saturated aqueous sodium hydrogen-carbonate solution and brine. Evaporation of the dried (Na2SO4) organic layer gave 8-hydroxyimino-5,6,7,8-tetrahydroisoquinoline (970 mg).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washwashed with saturated aqueous sodium hydrogen-carbonate solution and brine
  4. customEvaporation of the
  5. dry with materialdried (Na2SO4) organic layer

Sources & evidence

ORD record
ord-891c06d4084d4a4d8ccb49fcb6dcf802
Source dataset
uspto-grants-2002_12
Patent number
US06495542B1

Reaction notes

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