Hydrochloric Acid → HCID 20338064, compound

HRID 1395756Notes

Reaction equation

HRID 1395756 reaction equation
O=[C:2]1[CH2:8][C:7]2[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=2[O:5][C:4]2[CH:13]=[C:14]([CH:17]([CH3:22])[C:18]([O:20][CH3:21])=[O:19])[CH:15]=[CH:16][C:3]1=2.Cl.O>C1(C)C=CC=CC=1>[CH:16]1[C:3]2[CH2:2][CH2:8][C:7]3[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=3[O:5][C:4]=2[CH:13]=[C:14]([CH:17]([CH3:22])[C:18]([O:20][CH3:21])=[O:19])[CH:15]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 20338044HCID 20338044, compound

Product 1

HCID 20338064HCID 20338064, compoundYield 33.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To 95 mg of methyl 2-(10,11-dihydro-11-oxo dibenzo[b,f]-oxepin-3-yl)-propionate in 1 ml of toluene were added a small amount of zinc-amalgam, 0.3 ml of conc. hydochloric acid and 0.2 ml of water, and the mixture was refluxed with stirring for 1 hour. After cooling, the mixture was filtered and the filtrate was extracted with benzene. The extract was washed with saturated sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was distilled off to obtain pale yellow oil, which was subjected to thin-layer chromatography to give 30 mg of methyl 2-(10,11-dihydro dibenzo[b,f]oxepin-3-yl)-propionate as pale yellow oil.

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureAfter cooling
  3. filtrationthe mixture was filtered
  4. extractionthe filtrate was extracted with benzene
  5. washThe extract was washed with saturated sodium chloride solution
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationThe solvent was distilled off
  8. customto obtain pale yellow oil, which

Sources & evidence

ORD record
ord-ead7eb06864b4b4995acbbce1bfddd38
Source dataset
uspto-grants-1980_05
Patent number
US04205170

Reaction notes

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