Hydrochloric Acid → HCID 20338076, compound

HRID 1395765Notes

Reaction equation

HRID 1395765 reaction equation
[N:1]1[C:11]2[S:10][C:9]3[CH:12]=[C:13]([CH:16]([CH3:20])[C:17]([OH:19])=[O:18])[CH:14]=[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+].[CH2:27](O)[CH3:28]>>[N:1]1[C:11]2[S:10][C:9]3[CH:12]=[C:13]([CH:16]([CH3:20])[C:17]([O:19][CH2:27][CH3:28])=[O:18])[CH:14]=[CH:15][C:8]=3[CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 516892Sodium BicarbonateHCID 20338037HCID 20338037, compound

Product 1

HCID 20338076HCID 20338076, compound

Procedure

To 40 mg of 2-(5,6-dihydro benzo[b]pyrido[3,2-f]thiepin-9-yl)-propionic acid was added 15 ml of ethanol containing 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 the resulting mixture was alkalified with 5% sodium hydrogencarbonate and extracted with ethyl acetate. The extract was washed with water and dried over anhydrous sodium sulfate. The solvent was distilled off to obtain oily substance, which was chromatographed over silica gel, eluted with benzene/chloroform(1/1), and there was obtained 35 mg of ethyl 2-(5,6-dihydro benzo[b]pyrido[3,2-f]thiepin-9-yl)-propionate as oil.

Workup

  1. distillationThe solvent was distilled off
  2. customto obtain the residue
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationThe solvent was distilled off
  7. customto obtain oily substance, which
  8. customwas chromatographed over silica gel
  9. washeluted with benzene/chloroform(1/1)

Sources & evidence

ORD record
ord-cc460ed298714d4d9835837675293184
Source dataset
uspto-grants-1980_05
Patent number
US04205170

Reaction notes

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