Hydrochloric Acid → HCID 13134790, compound

HRID 355116Notes

Reaction equation

HRID 355116 reaction equation
[N:1]1[C:11]2[O:10][C:9]3[CH:12]=[CH:13][C:14]([CH2:16][C:17]([OH:19])=[O:18])=[CH:15][C:8]=3[CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.Cl.C(=O)([O-])O.[Na+].[CH2:26](O)[CH3:27]>>[CH2:26]([O:18][C:17](=[O:19])[CH2:16][C:14]1[CH:13]=[CH:12][C:9]2[O:10][C:11]3[N:1]=[CH:2][CH:3]=[CH:4][C:5]=3[CH2:6][CH2:7][C:8]=2[CH:15]=1)[CH3:27]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702Ethanol2×HCID 516892Sodium BicarbonateHCID 13134789HCID 13134789, compound

Product 1

HCID 13134790HCID 13134790, compoundYield 81.8%

Procedure

To a mixture of 20 mg of (5,6-dihydro benzo[b]pyrido-[3,2-f]oxepin-8-yl)-acetic acid and 0.5 ml of ethanol was added 2.5 ml of a saturated hydrogen chloride gas-ethanol solution, and the resulting mixture was stirred at room temperature for 1.5 hours. After the completion of the reaction, this was basified with a saturated sodium hydrogen carbonate solution and extracted with chloroform. The extract was washed with a saturated sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was distilled off to obtain an oil, which was chromatographed over 1 g of silica gel and eluted with benzene/chloroform (9/1-8/1), thereby yielding 18 mg (yield: 81.8%) of ethyl(5,6-dihydro benzo[b]pyrido[3,2-f]-oxepin-8-yl)-acetate as a colorless oil.

Workup

  1. customAfter the completion of the reaction
  2. extractionextracted with chloroform
  3. washThe extract was washed with a saturated sodium chloride solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled off
  6. customto obtain an oil, which
  7. customwas chromatographed over 1 g of silica gel
  8. washeluted with benzene/chloroform (9/1-8/1)

Sources & evidence

ORD record
ord-c71de3eb60d3438690d32da72d9a6df3
Source dataset
uspto-grants-1983_03
Patent number
US04377702

Reaction notes

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