Ethanol → HCID 20338039, compound

HRID 1395753Notes

Reaction equation

HRID 1395753 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[O:6][C:5]=2[CH:4]=[CH:3][C:2]=1[CH:16]([CH3:20])[C:17]([OH:19])=[O:18].[CH2:21](O)[CH3:22]>>[CH:1]1[C:11]2[CH2:10][CH2:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[O:6][C:5]=2[CH:4]=[CH:3][C:2]=1[CH:16]([CH3:20])[C:17]([O:19][CH2:21][CH3:22])=[O:18]

Participants

3

Reactant 2

HCID 702EthanolHCID 20338050HCID 20338050, compound

Product 1

HCID 20338039HCID 20338039, compound

Procedure

An amount of 190 mg of 2-(10,11-dihydro dibenzo[b,f]-oxepin-2-yl)-propionic acid was dissolved in 5 ml of ethanol containing 10% hydrogen chloride and the resulting mixture was stirred at room temperature for 1.5 hours. The solvent was distilled off to obtain the residue, which 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 pale brown oil, which was chromatographed over silica gel, eluted with benzene, and there was obtained 185 mg of ethyl 2-(10,11-dihydro dibenzo-[b,f]oxepin-2-yl)-propionate as pale yellow oil.

Workup

  1. distillationThe solvent was distilled off
  2. customto obtain the residue, which
  3. extractionwas 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
  7. customto obtain pale brown oil, which
  8. customwas chromatographed over silica gel
  9. washeluted with benzene

Sources & evidence

ORD record
ord-9b962d5bd6934dfabee1b48d1c61c912
Source dataset
uspto-grants-1980_05
Patent number
US04205170

Reaction notes

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