2-Bromo-5-hydroxybenzaldehyde → HCID 72313051, compound

HRID 1914283Notes

Reaction equation

HRID 1914283 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][C:3]=1[CH:4]=O.Cl.[C:12]([O:16][NH2:17])([CH3:15])([CH3:14])[CH3:13]>CO.C(OCC)(=O)C>[C:12]([O:16][N:17]=[CH:4][C:3]1[CH:6]=[C:7]([OH:10])[CH:8]=[CH:9][C:2]=1[Br:1])([CH3:15])([CH3:14])[CH3:13]

Participants

5

Reactant 2

HCID 3871792-Bromo-5-hydroxybenzaldehydeHCID 2777906O-tert-butylhydroxylamine hydrochloride

Product 1

HCID 72313051HCID 72313051, compoundYield 66.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To the solution of 2-bromo-5-hydroxy-benzaldehyde (402 mg, 2 mmol) in methanol (10 ml) is added O-tert-butyl-hydroxylamine hydrochloride (125 mg, 10 mmol). The mixture is stirred at room temperature overnight. The resulting mixture is diluted with ethyl acetate, washed with brine, dried over MgSO4, and evaporated to afford the titled compound (360 mg) as colorless oil.

Workup

  1. washwashed with brine
  2. dry with materialdried over MgSO4
  3. customevaporated

Sources & evidence

ORD record
ord-2f760ec5aebf4cc5aba411e41227184e
Source dataset
uspto-grants-2013_12
Patent number
US08609892B2

Reaction notes

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