Pyridine, 2-[(trimethylsilyl)oxy]- → HCID 67883783, compound

HRID 1613598Notes

Reaction equation

HRID 1613598 reaction equation
O.O.O.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[O:22]1[CH:29]2[CH:23]1[CH2:24][CH2:25][O:26][C:27]1[CH:33]=[CH:32][CH:31]=[CH:30][C:28]=12.C[Si](C)(C)[O:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][N:38]=1>>[O:36]=[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][N:38]1[C@@H:29]1[C:28]2[CH:30]=[CH:31][CH:32]=[CH:33][C:27]=2[O:26][CH2:25][CH2:24][C@H:23]1[OH:22]

Participants

4

Reactant 3

HCID 10975862Pyridine, 2-[(trimethylsilyl)oxy]-HCID 11726816Tetrabutylammonium Fluoride TrihydrateHCID 13149080HCID 13149080, compound

Product 1

HCID 67883783HCID 67883783, compound

Procedure

6.40 g (20 mmol) of tetrabutylammonium fluoride trihydrate are added to a mixture of 3.24 g (20 mmol) of 4,5-epoxy-2,3,4,5-tetrahydro-1-benzoxepin and 10 g (60 mmol) of 2-trimethylsilyoxy-pyridine, and the mixture is heated at 80°-90° C. with stirring. After a reaction time of 5 hours, the mixture is slowly stirred into ice-water, and the precipitated solid is filtered off with suction and recrystallized from methanol with the addition of small amounts of dioxane. Crystals of melting point 232°-234° C. are obtained.

Workup

  1. temperaturethe mixture is heated at 80°-90° C.
  2. filtrationthe precipitated solid is filtered off with suction
  3. customrecrystallized from methanol with the addition of small amounts of dioxane
  4. customCrystals of melting point 232°-234° C. are obtained

Sources & evidence

ORD record
ord-b93cf7ca419440bf926a09b906e4942c
Source dataset
uspto-grants-1993_03
Patent number
US05194442

Reaction notes

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