Phenol → HCID 85995662, compound

HRID 1406339Notes

Reaction equation

HRID 1406339 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:8][C:9]1[CH:16]=[C:15](F)[CH:14]=[C:13]([CH3:18])[C:10]=1[CH:11]=[O:12].C([O-])([O-])=O.[K+].[K+]>CC(N(C)C)=O>[CH3:8][C:9]1[CH:16]=[C:15]([O:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:14]=[C:13]([CH3:18])[C:10]=1[CH:11]=[O:12]

Participants

5

Reactant 3

HCID 996PhenolHCID 11430Potassium CarbonateHCID 404237534-Fluoro-2,6-dimethylbenzaldehyde

Product 1

HCID 85995662HCID 85995662, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Conditions

Temperature
150 °C

Procedure

2.3 g (25 mmol) of phenol and 3.8 g (25 mmol) of 2,6-dimethyl-4-fluorobenzaldehyde were dissolved in 60 ml DMA, combined with 4.8 g (35 mmol) of K2CO3 and stirred at 150° C. for 5 min in a microwave (OEM Discoverer), filtered through basic Alox, washed with DMF and concentrated by rotary evaporation. Taken up in a mixture of acetonitrile/water. The substance crystallised, was filtered off and dried.

Workup

  1. filtrationfiltered through basic Alox
  2. washwashed with DMF
  3. concentrationconcentrated by rotary evaporation
  4. additionTaken up in a mixture of acetonitrile/water
  5. customThe substance crystallised
  6. filtrationwas filtered off
  7. customdried

Sources & evidence

ORD record
ord-4fb3bdc711b94d2d8cc7d46d36d91e25
Source dataset
uspto-grants-2014_12
Patent number
US08916589B2

Reaction notes

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