Hydrochloric Acid → HCID 20338052, compound

HRID 1395745Notes

Reaction equation

HRID 1395745 reaction equation
[CH:1]1[C:11]2[CH2:10][CH2:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[S:6][C:5]=2[CH:4]=[CH:3][C:2]=1[CH:16]([CH3:20])[C:17]([OH:19])=[O:18].Cl.[CH2:22](O)[CH3:23]>>[CH:1]1[C:11]2[CH2:10][CH2:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[S:6][C:5]=2[CH:4]=[CH:3][C:2]=1[CH:16]([CH3:20])[C:17]([O:19][CH2:22][CH3:23])=[O:18]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 12443713HCID 12443713, compound

Product 1

HCID 20338052HCID 20338052, compound

Procedure

To 100 mg of 2-(10,11-dihydro dibenzo[b,f]thiepin-2-yl)-propionic acid was added 2 ml of ethanol containing 17% of hydrogen chloride and the mixture was stirred at room temperature for 3 hours. The solvent was distilled off to obtain the residue, to which was added ice-water and extracted with ethyl acetate, and the extract was washed with saturated sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was distilled off to obtain pale brown oil, which was chromatographed over silica gel and eluted with benzene-chloroform. There was obtained 96 mg of ethyl 2-(10,11-dihydro dibenzo[b,f]thiepin-2-yl)-propionate as pale yellow oil.

Workup

  1. distillationThe solvent was distilled off
  2. customto obtain the residue
  3. extractionextracted with ethyl acetate
  4. washthe extract was washed with saturated sodium chloride solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationThe solvent was distilled off
  7. customto obtain pale brown oil, which
  8. customwas chromatographed over silica gel
  9. washeluted with benzene-chloroform

Sources & evidence

ORD record
ord-e4df0c64649b4bf4b4b84d13100273f7
Source dataset
uspto-grants-1980_05
Patent number
US04205170

Reaction notes

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