Carbon Dioxide → 4-Aminophenylacetonitrile

HRID 1758215Notes

Reaction equation

HRID 1758215 reaction equation
C1COCC1.[N+:6]([C:9]1[CH:17]=[CH:16][C:12]([CH2:13][C:14]#[N:15])=[CH:11][CH:10]=1)([O-])=O.O.C(=O)=O>CO>[NH2:6][C:9]1[CH:17]=[CH:16][C:12]([CH2:13][C:14]#[N:15])=[CH:11][CH:10]=1

Participants

6

Reactant 4

HCID 280Carbon DioxideHCID 962WaterHCID 8028TetrahydrofuranHCID 68386p-Nitrophenylacetonitrile

Product 1

HCID 770004-AminophenylacetonitrileYield 95%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Under nitrogen, 11.5 g (12.7 mmol) lithium cobalt (I) phthalocyanine×4.5 THF and 324 mg (2 mmol) p-nitrobenzyl cyanide are agitated in 60 ml methanol for 62 hours at 20° C. The green reaction mixture is mixed with 10 ml water; then CO2 and air are passed into it for 5 min., and the blue precipitate is centrifuged which is washed out with ethanol. The centrifugate collected is concentrated, and the residue separated into water and ether. After compression of the ether phase, which is dried via sodium sulfate, 250 mg (95%) p-amino benzyl cyanide is obtained.

Workup

  1. washis washed out with ethanol
  2. customThe centrifugate collected
  3. concentrationis concentrated
  4. customthe residue separated into water and ether
  5. dry with materialAfter compression of the ether phase, which is dried via sodium sulfate

Sources & evidence

ORD record
ord-016b25b0de654b439109be8ad3fbb1b2
Source dataset
uspto-grants-1983_02
Patent number
US04372893

Reaction notes

Loading…