HCID 69448738, compound → Methyl 3-amino-4-formylbenzoate

HRID 2416209Notes

Reaction equation

HRID 2416209 reaction equation
[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][OH:11])=[C:6]([NH2:12])[CH:5]=1>C(Cl)Cl.O=[Mn]=O>[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[O:11])=[C:6]([NH2:12])[CH:5]=1

Participants

4

Reactant 1

HCID 69448738HCID 69448738, compound

Product 1

HCID 18412577Methyl 3-amino-4-formylbenzoate

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

Dissolve 3-amino-4-hydroxymethyl-benzoic acid methyl ester (step (c), 4.2 g, 23.3 mmol) in 125 mL of anhydrous CH2Cl2 and add MnO2 (20.2 g, 232.8 mmol) and stirred at RT. After 5 h, the solution was filtered through Celite and concentrated to afford the title compound as a yellow solid upon drying under vacuum. MS m/z: 180.1 (M+1).

Workup

  1. filtrationthe solution was filtered through Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-c1abce607aa34c8b9de0207bd568fb73
Source dataset
uspto-grants-2004_11
Patent number
US06822097B1

Reaction notes

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