Methanol → HCID 53628467, compound

HRID 2113906Notes

Reaction equation

HRID 2113906 reaction equation
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]=O)[CH:5]=1.CO.Cl.[NH2:16][OH:17]>O>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]=[N:16][OH:17])[CH:5]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 443297Hydroxyamine hydrochlorideHCID 639145Methyl 3-formylbenzoate

Product 1

HCID 53628467HCID 53628467, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a 100 ml round flask, 2.31 g (14.1 mmol) of 3-formyl-benzoic acid methyl ester are dissolved in 25 ml of water and 45 ml of methanol and cooled to 0° C. After reaching this temperature, 980 mg (14.1 mmol) of hydroxylamine hydrochloride are added and the mixture stirred for 1 h under warming to room temperature. Then, the mixture is poured onto water and extracted twice with ethyl acetate. The organic layers are dried with brine and over Na2SO4 and concentrated. This yields the title compound as a white solid which is used for the next step without purification. Mass spectrum: m/z (M+H)+: 179.9

Workup

  1. additionare added
  2. additionThen, the mixture is poured onto water
  3. extractionextracted twice with ethyl acetate
  4. dry with materialThe organic layers are dried with brine and over Na2SO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-7a7f388032f8486994a31992ee7c3e67
Source dataset
uspto-grants-2008_10
Patent number
US07432293B2

Reaction notes

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