4-Methoxyphenol → HCID 59288362, compound

HRID 2420642Notes

Reaction equation

HRID 2420642 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[C:4]([CH:5]=O)[C:3]=1[OH:11].CO[C:14]1[CH:19]=CC(O)=C[CH:15]=1.C1N2CC[N:23](CC2)C1>C(#N)C=C>[F:10][C:8]1[CH:7]=[C:4]2[C:3](=[C:2]([F:1])[CH:9]=1)[O:11][CH2:15][C:14]([C:19]#[N:23])=[CH:5]2

Participants

5

Reactant 3

HCID 90154-MethoxyphenolHCID 9237DabcoHCID 27793743,5-difluoro-2-hydroxybenzaldehyde

Product 1

HCID 59288362HCID 59288362, compound

Reagents, catalysts & solvents 1

HCID 7855AcrylonitrileSolvent

Conditions

Temperature
75 °C

Procedure

84 g (0.531 mol) of 3,5-difluorosalicylaldehyde are dissolved in 850 ml of acrylonitrile, 1 g (8 mmol) of p-methoxyphenol and 18 g (0.16 mol) of DABCO are added, and the mixture is heated overnight at 75° C. The batch is evaporated, the residue is taken up in dichloromethane, and the solution is filtered through silica gel, giving 6,8-difluoro-2H-chromene-3-carbonitrile, which is sufficiently pure for further reactions.

Workup

  1. customThe batch is evaporated
  2. filtrationthe solution is filtered through silica gel

Sources & evidence

ORD record
ord-5d79a87995874f61a28cd05da4597ee0
Source dataset
uspto-grants-2011_06
Patent number
US07955664B2

Reaction notes

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