Hydrochloric Acid → HCID 21187698, compound

HRID 1383762Notes

Reaction equation

HRID 1383762 reaction equation
O1[C:5]2([CH2:10][CH2:9][CH:8]([C:11]3[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=3[C:13]#[N:14])[CH2:7][CH2:6]2)[O:4]CC1.Cl.O>O1CCOCC1>[O:4]=[C:5]1[CH2:6][CH2:7][CH:8]([C:11]2[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=2[C:13]#[N:14])[CH2:9][CH2:10]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 21187700HCID 21187700, compound

Product 1

HCID 21187698HCID 21187698, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

To a stirring solution of 2-(1,4-Dioxaspiro[4.5]dec -8-yl)benzonitrile (8.7 g, 35.7 mmol) in dioxane (200 mL) was added 1N HCl (200 mL) and the reaction heated to 80° C. for 2 hours. The reaction was cooled to room temperature and poured into water (1 L) the mixture was extracted with ethyl acetate (3×250 mL). The combined organics were washed with brine (200 mL) and then dried over anhydrous magnesium sulfate, filtered and concentrated at reduced pressure to give the product.

Workup

  1. temperatureThe reaction was cooled to room temperature
  2. extractionwas extracted with ethyl acetate (3×250 mL)
  3. washThe combined organics were washed with brine (200 mL)
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated at reduced pressure
  7. customto give the product

Sources & evidence

ORD record
ord-a927c91e930e416a956403ea8d4f674f
Source dataset
uspto-grants-2001_07
Patent number
US06255315B1

Reaction notes

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