Ethanol → HCID 12360579, compound

HRID 1076685Notes

Reaction equation

HRID 1076685 reaction equation
Cl(O)(=O)(=O)=O.C(O)C.[CH:9]1([C:12]2(N3CCCC3)[O:16][N:15]=[C:14]([C:17]3[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=3)[CH2:13]2)[CH2:11][CH2:10]1>O>[CH:9]1([C:12]2[O:16][N:15]=[C:14]([C:17]3[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=3)[CH:13]=2)[CH2:11][CH2:10]1

Participants

5

Reactant 3

HCID 702Ethanol2×HCID 24247Perchloric AcidHCID 21537857HCID 21537857, compound

Product 1

HCID 12360579HCID 12360579, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution containing 1.43 g. of perchloric acid (70%) in 5 ml. of absolute ethanol is added dropwise with stirring to a solution of 2.57 g. of 3-[5-cyclopropyl-5-(1-pyrrolidinyl)-2-isoxazolin-3-yl]-pyridine in 25 ml. of absolute ethanol. The resulting solution is diluted with 25 ml. of water and then heated vigorously on a steam bath for 0.5 hours. The hot solution is poured directly onto 200 g. of ice. The precipitate is collected by filtration, washed well with water and air dried. This gives a white solid, melting point 72°-75°C. and the nmr spectrum δ6.82 (DMSO-d6, s, 4-isoxazolyl H).

Workup

  1. additionA solution containing 1.43 g
  2. additionThe resulting solution is diluted with 25 ml
  3. additionThe hot solution is poured directly onto 200 g
  4. filtrationThe precipitate is collected by filtration
  5. washwashed well with water and air
  6. customdried
  7. customThis gives a white solid, melting point 72°-75°C.

Sources & evidence

ORD record
ord-8a22dd48106442b19cb2b424d7b9ad36
Source dataset
uspto-grants-1976_05
Patent number
US03957805

Reaction notes

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