Hydrochloric Acid → 2-(10,11-Dihydro dibenzo[b,f]thiepin-3-yl)-propionic acid

HRID 1395749Notes

Reaction equation

HRID 1395749 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]=[C:3]([CH:16]([CH3:22])[C:17]([O:19]CC)=[O:18])[CH:2]=1.C(O)C.[OH-].[K+].Cl>O>[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]=[C:3]([CH:16]([CH3:22])[C:17]([OH:19])=[O:18])[CH:2]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 20338057HCID 20338057, compound

Product 1

HCID 203380712-(10,11-Dihydro dibenzo[b,f]thiepin-3-yl)-propionic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

the mixture of 26 mg of ethyl 2-(10,11-dihydro dibenzo[b,f]thiepin-3-yl)-propionate, 1 ml of ethanol, 200 mg of potassium hydroxide and 1 ml of water was stirred at room temperature for 1 hour. The solvent was distilled off to obtain the residue, which was acidified with hydrochloric acid and the resulting mixture was extracted with ethyl acetate. The extract was washed with saturated sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was distilled off to obtain 24 ml of 2-(10,11-dihydro dibenzo[b,f]thiepin-3-yl)-propionic acid as pale yellow oil.

Workup

  1. distillationThe solvent was distilled off
  2. customto obtain the residue, which
  3. extractionthe resulting mixture was extracted 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

Sources & evidence

ORD record
ord-b700b0102aa444e4a58196ba82d1f7e1
Source dataset
uspto-grants-1980_05
Patent number
US04205170

Reaction notes

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