Hydrochloric Acid → HCID 20338057, compound

HRID 1395748Notes

Reaction equation

HRID 1395748 reaction equation
O=[C:2]1[CH2:8][C:7]2[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=2[S:5][C:4]2[CH:13]=[C:14]([CH:17]([CH3:23])[C:18]([O:20][CH2:21][CH3:22])=[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[S:5][C:4]=2[CH:13]=[C:14]([CH:17]([CH3:23])[C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:15]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 20338088HCID 20338088, compound

Product 1

HCID 20338057HCID 20338057, compoundYield 15.8%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To 172 mg of ethyl 2-(10,11-dihydro-11-oxo dibenzo [b,f]-thiepin-3-yl)-propionate in 1 ml of toluene were added a small amount of zinc-amalgam, 0.5 ml of conc. hydrochloric acid and 0.4 ml of water and the mixture was refluxed for 4 hours. After cooling, the mixture was filtered and the filtrate was extracted with benezene. The extract was washed with saturated sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was distilled off to obtain yellow oil, which was subjected to thin-layer chromatography and there was obtained 26 mg of ethyl 2-(10,11-dihydro dibenzo[b,f]thiepin-3-yl)-propionate as pale yellow oil.

Workup

  1. temperaturethe mixture was refluxed for 4 hours
  2. temperatureAfter cooling
  3. filtrationthe mixture was filtered
  4. extractionthe filtrate was extracted with benezene
  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 yellow oil, which

Sources & evidence

ORD record
ord-1881db88dab344d79ed213539428c1f9
Source dataset
uspto-grants-1980_05
Patent number
US04205170

Reaction notes

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