o-Fluorobenzaldehyde → HCID 53905126, compound

HRID 55356Notes

Reaction equation

HRID 55356 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.[C:10](#[N:16])[CH:11]([CH2:13][C:14]#[N:15])[OH:12]>C(O)C.N1CCCCC1>[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[C:13]([C:14]#[N:15])[CH:11]([OH:12])[C:10]#[N:16]

Participants

5

Reactant 2

HCID 67970o-FluorobenzaldehydeHCID 212535622-Hydroxybutanedinitrile

Product 1

HCID 53905126HCID 53905126, compound

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 702EthanolSolvent

Procedure

2-Fluorobenzaldehyde (15.8 ml) was dissolved in ethanol (100 ml) and to the stirred solution was added malonitrile (9.9 g). The solution was heated to reflux, the heating discontinued and piperidine (4 drops) was added. Once the vigorous reaction had diminished, the solution was heated for 15 minutes and then chilled. Crystals of product were filtered off and washed with ethanol, m.p. 122° C.

Workup

  1. temperatureThe solution was heated
  2. temperatureto reflux
  3. customOnce the vigorous reaction
  4. temperaturethe solution was heated for 15 minutes
  5. temperaturechilled
  6. filtrationCrystals of product were filtered off
  7. washwashed with ethanol, m.p. 122° C.

Sources & evidence

ORD record
ord-94bf2ac969754bb1a824b61db11cda80
Source dataset
uspto-grants-1997_04
Patent number
US05624953

Reaction notes

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