Potassium Carbonate → HCID 86662260, compound

HRID 1627392Notes

Reaction equation

HRID 1627392 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([OH:10])[CH:7]=[C:6]([F:11])[C:3]=1[CH:4]=[O:5].C([O-])([O-])=O.[K+].[K+].Br[CH2:19][C:20]#[N:21]>CN(C=O)C>[F:1][C:2]1[CH:9]=[C:8]([CH:7]=[C:6]([F:11])[C:3]=1[CH:4]=[O:5])[O:10][CH2:19][C:20]#[N:21]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11534BromoacetonitrileHCID 249035482,6-Difluoro-4-hydroxybenzaldehyde

Product 1

HCID 86662260HCID 86662260, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a manner described previously, a mixture of 2,6-difluoro-4-hydroxybenzaldehyde (538 mg, 3.40 mmol), K2CO3 (705 mg, 5.10 mmol) and bromoacetonitrile (303 μL, 4.40 mmol) in DMF (9 mL) was reacted, processed and purified by flash chromatography (0 to 100% EtOAc/Hex) to provide 2-(3,5-difluoro-4-formylphenoxy)acetonitrile (553 mg, 83%). 1HNMR (400 MHz, CDCl3) δ10.24 (s, 1H), 6.75-6.52 (m, 2H), 4.85 (s, 2H).

Workup

  1. customwas reacted
  2. custompurified by flash chromatography (0 to 100% EtOAc/Hex)

Sources & evidence

ORD record
ord-8b6fc02de9b34cb09c0ab12c128f9947
Source dataset
uspto-grants-2014_07
Patent number
US08785488B2

Reaction notes

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