Benzene → HCID 47240101, compound

HRID 654764Notes

Reaction equation

HRID 654764 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]=O)=[CH:9][C:4]=2[CH2:3][CH2:2]1.[C:12]([CH2:14][C:15]([OH:17])=[O:16])#[N:13].C([O-])(=O)C.[NH4+].C1C=CC=CC=1>N1C=CC=CC=1.Cl>[C:12]([C:14](=[CH:10][C:8]1[CH:7]=[CH:6][C:5]2[O:1][CH2:2][CH2:3][C:4]=2[CH:9]=1)[C:15]([OH:17])=[O:16])#[N:13]

Participants

7

Reactant 4

HCID 241BenzeneHCID 9740Cyanoacetic acidHCID 517165Ammonium AcetateHCID 7359012,3-Dihydrobenzofuran-5-carboxaldehyde

Product 1

HCID 47240101HCID 47240101, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 1049PyridineSolvent

Procedure

39.5 g of 2,3-dihydro-5-benzofurancarbaldehyde (prepared according to the process described in J. Org. Chem. (1984), 49, p. 409), 22.7 g of 2-cyanoacetic acid and 4.08 g of ammonium acetate are mixed in 37 ml of pyridine and 210 ml of benzene The mixture is brought to reflux for 6 hours 30 minutes. The precipitate formed is isolated and then suspended in 600 ml of 6 N hydrochloric acid. The solid isolated is filtered off and washed with water and dried in the air.

Workup

  1. temperatureto reflux for 6 hours 30 minutes
  2. customThe precipitate formed
  3. customis isolated
  4. customThe solid isolated
  5. filtrationis filtered off
  6. washwashed with water
  7. customdried in the air

Sources & evidence

ORD record
ord-8c939b57d5024b61ae17178ad9838c82
Source dataset
uspto-grants-1992_07
Patent number
US05134147

Reaction notes

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