Potassium fluoride dihydrate → HCID 86669589, compound

HRID 575070Notes

Reaction equation

HRID 575070 reaction equation
[NH:1]1[CH:5]=[C:4]([C:6]([OH:14])([C:8]#[C:9][Si](C)(C)C)[CH3:7])[CH:3]=[N:2]1.O.O.[F-].[K+]>CO>[NH:1]1[CH:5]=[C:4]([C:6]([OH:14])([C:8]#[CH:9])[CH3:7])[CH:3]=[N:2]1

Participants

4

Reactant 2

HCID 23708904Potassium fluoride dihydrateHCID 86693098HCID 86693098, compound

Product 1

HCID 86669589HCID 86669589, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

In a 20-mL sealed tube, a suspension of 2-(1H-pyrazol-4-yl)-4-(trimethylsilyl)but-3-yn-2-ol (1.4 g, 6.72 mmol, 1.00 equiv) and potassium fluoride dihydrate (2.0 g) in methanol (10 mL) was stirred for 1.5 h at 50° C. The resulting mixture was concentrated under vacuum. The resulting solution was diluted with 20 mL of water. The resulting solution was extracted with 3×20 mL of tetrahydrofuran/ethyl acetate (2/1) and the organic layers combined and dried over anhydrous sodium sulfate and concentrated under vacuum. This resulted in 1 g (98%) of 2-(1H-pyrazol-4-yl)but-3-yn-2-ol as a solid.

Workup

  1. customIn a 20-mL sealed tube
  2. concentrationThe resulting mixture was concentrated under vacuum
  3. additionThe resulting solution was diluted with 20 mL of water
  4. extractionThe resulting solution was extracted with 3×20 mL of tetrahydrofuran/ethyl acetate (2/1)
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under vacuum
  7. customThis resulted in 1 g (98%) of 2-(1H-pyrazol-4-yl)but-3-yn-2-ol as a solid

Sources & evidence

ORD record
ord-ad2f5a22cb6940fabb0d809a0dc49bba
Source dataset
uspto-grants-2015_05
Patent number
US09034866B2

Reaction notes

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