Carbon Dioxide → 2-Aminobenzaldehyde

HRID 1758217Notes

Reaction equation

HRID 1758217 reaction equation
C1COCC1.[CH:6]1[CH:11]=[C:10]([CH:12]=[O:13])[C:9]([N+:14]([O-])=O)=[CH:8][CH:7]=1.O.C(=O)=O>CO>[CH:6]1[CH:11]=[C:10]([CH:12]=[O:13])[C:9]([NH2:14])=[CH:8][CH:7]=1

Participants

6

Reactant 4

HCID 280Carbon DioxideHCID 962WaterHCID 8028TetrahydrofuranHCID 111012-Nitrobenzaldehyde

Product 1

HCID 682552-AminobenzaldehydeYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Under nitrogen, 12.3 g (13.6 mmol) lithium cobalt (I) phthalocyanine x 4.5 THF and 322 mg (2 mmol) O-nitrobenzaldehyde are agitated in 65 ml methanol for 90 hours at 20° C. The green reaction mixture is mixed with 10 ml water; CO2 and air are passed in for 5 min., and the blue precipitate is centrifuged which is washed with ethanol. The centrifugate collected is concentrated, and the residue separated into ether and water. Concentration of the ether phase, dried with sodium sulfate, produces 230 mg (96%) O-amino benzaldehyde.

Workup

  1. customare passed in for 5 min.
  2. washis washed with ethanol
  3. customThe centrifugate collected
  4. concentrationis concentrated
  5. customthe residue separated into ether and water
  6. dry with materialConcentration of the ether phase, dried with sodium sulfate

Sources & evidence

ORD record
ord-45c9f7aa91b646298f95ca153d8b1484
Source dataset
uspto-grants-1983_02
Patent number
US04372893

Reaction notes

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