Hydrochloric Acid → HCID 86615151, compound

HRID 2235773Notes

Reaction equation

HRID 2235773 reaction equation
[ClH:1].ClCCOC(C1[CH:10]=[N:11][C:12]([Cl:15])=[CH:13][CH:14]=1)C#N.[OH-:16].[Na+].C([O:20][CH2:21]C)C.[CH2:23]1[CH2:27][O:26][CH2:25][CH2:24]1>>[Cl:1][CH2:23][CH2:27][O:26][CH:25]([C:24]1[CH:10]=[N:11][C:12]([Cl:15])=[CH:13][CH:14]=1)[C:21]([OH:20])=[O:16]

Participants

6

Conditions

Temperature
130 °C

Procedure

A 5 N hydrochloric acid solution (5 mL) was added to a solution of (2-chloroethoxy)-(6-chloropyridin-3-yl)acetonitrile (1.3 g) in THF (5 mL), and the reaction solution was stirred at 130° C. for two hours using a microwave reactor. The reaction solution was left to cool to room temperature. Then, a 5 N sodium hydroxide solution (10 mL) and diethyl ether were added to the reaction solution, and the aqueous layer was separated. A 5 N hydrochloric acid solution (5 mL) was added to the resulting aqueous layer to make the reaction solution neutral again, followed by extraction with methylene chloride twice. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain 565.1 mg of the title compound. The property value of the compound is as follows.

Workup

  1. waitThe reaction solution was left
  2. temperatureto cool to room temperature
  3. customthe aqueous layer was separated
  4. additionA 5 N hydrochloric acid solution (5 mL) was added to the resulting aqueous layer
  5. extractionfollowed by extraction with methylene chloride twice
  6. dry with materialThe resulting organic layer was dried over anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-231359b55b4945fca99a26953a8369c6
Source dataset
uspto-grants-2010_05
Patent number
US07713993B2

Reaction notes

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