Sodium ethoxide → HCID 10413167, compound

HRID 2106004Notes

Reaction equation

HRID 2106004 reaction equation
[CH3:1][C:2]([C:12]1[C:20]2[O:19][CH2:18][CH2:17][C:16]=2[CH:15]=[C:14]([S:21]([CH3:24])(=[O:23])=[O:22])[CH:13]=1)([CH3:11])[CH2:3][C:4]1([C:7]([F:10])([F:9])[F:8])[CH2:6][O:5]1.[CH3:25][C:26]1[CH:27]=[N:28][CH:29]=[C:30]([CH3:33])[C:31]=1[OH:32].[O-]CC.[Na+]>C(O)C.C(OCC)(=O)C>[OH:5][C:4]([C:7]([F:10])([F:8])[F:9])([CH2:3][C:2]([C:12]1[C:20]2[O:19][CH2:18][CH2:17][C:16]=2[CH:15]=[C:14]([S:21]([CH3:24])(=[O:23])=[O:22])[CH:13]=1)([CH3:1])[CH3:11])[CH2:6][N:28]1[CH:29]=[C:30]([CH3:33])[C:31](=[O:32])[C:26]([CH3:25])=[CH:27]1

Participants

6

Reactant 3

HCID 2723922Sodium ethoxideHCID 57809800HCID 57809800, compoundHCID 178430492HCID 178430492, compound

Product 1

HCID 10413167HCID 10413167, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
85 °C

Procedure

To a suspension of 7-[1,1-dimethyl-2-(2-trifluoromethyloxiranyl)ethyl]-5-methanesulfonyl-2,3-dihydrobenzofuran (51.0 mg) and 3,5-dimethylpyridin-4-ol (B. Boduszek et al., Synthesis, 1979, pp. 452-453) (34 mg) in anhydrous ethanol (0.40 mL) was added sodium ethoxide (21 wt. % solution in ethanol, 52.0 μL). After heating at 85° C. for 16 hours, the reaction mixture was diluted with ethyl acetate, dried over sodium sulfate, filtered, and concentrated in vacuo.

Workup

  1. customBoduszek et al., Synthesis, 1979
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-f871f510d39e443ba747abac9c7fcf73
Source dataset
uspto-grants-2009_08
Patent number
US07579469B2

Reaction notes

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