Acetic Acid → HCID 10421800, compound

HRID 2260592Notes

Reaction equation

HRID 2260592 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]2C(C#N)[C:8]3[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=3[O:10][CH2:11][C:2]=12.Cl.[C:19]([OH:22])(=[O:21])[CH3:20].[OH-].[Na+]>ClCCl.O>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]2[CH:20]([C:19]([OH:22])=[O:21])[C:12]3[CH:13]=[CH:14][CH:15]=[CH:8][C:9]=3[O:10][CH2:11][C:2]=12

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 10376252HCID 10376252, compound

Product 1

HCID 10421800HCID 10421800, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

A mixture of 2.03 g of 5,11-dihydrobenzoxepino[3,4-b]pyridin-5-carbonitrile, 30 ml of hydrochloric acid and 30 ml of acetic acid was heated under reflux for 19 hours. The reaction mixture was allowed to stand at room temperature. Water and dichloromethane were added to the reaction mixture and the pH was adjusted to 3.4 with 10N sodium hydroxide. The organic layer was dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated to dryness under reduced pressure to obtain 1.95 g of Compound U.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 19 hours
  3. customto stand at room temperature
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-dbac8d71adad4af0a7993cca27e2123c
Source dataset
uspto-grants-1995_12
Patent number
US05478835

Reaction notes

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