Hydrochloric Acid → HCID 12412215, compound

HRID 1730261Notes

Reaction equation

HRID 1730261 reaction equation
[Cl:1][C:2]1([Cl:20])[CH:9]2[CH:3]1[C:4]1[CH:19]=[CH:18][CH:17]=[CH:16][C:5]=1[N:6](C=O)[C:7]1[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=12.[OH-].[Na+].Cl>C(O)C>[Cl:20][C:2]1([Cl:1])[CH:3]2[CH:9]1[C:8]1[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=1[NH:6][C:5]1[CH:16]=[CH:17][CH:18]=[CH:19][C:4]=12

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 12412205HCID 12412205, compound

Product 1

HCID 12412215HCID 12412215, compoundYield 7.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

At 50° C, a solution comprising 18.25 g. (0.06 mole) of 1,1-dichloro-1a,10b-dihydrodibenzo(b,f)cycloprop(d)azepine-6(1H)-carboxaldehyde, 16.8 g. (0.42 mole) of sodium hydroxide and 319 g. of ethanol is stirred for 4.5 hours and, then, the reaction mixture is neutralized with conc. HCl. Ethanol is distilled off, water is added and extracted with ethyl acetate. The ethyl acetate extract is washed with water and dried with anhydrous sodium sulfate, followed by the distillation of the solventto dry up under reduced pressure. The residue is then recrystallized from benzene to give 12.0 g. (yield 7.30 %) of 1,1-dichloro-1,1a,6,10b-tetrahydrodibenzo(b,f)cycloprop(d)azepine. Meltingpoint: 162°-163° C

Workup

  1. customAt 50° C
  2. distillationEthanol is distilled off
  3. additionwater is added
  4. extractionextracted with ethyl acetate
  5. extractionThe ethyl acetate extract
  6. washis washed with water
  7. dry with materialdried with anhydrous sodium sulfate
  8. distillationfollowed by the distillation of the solventto
  9. customdry up under reduced pressure
  10. customThe residue is then recrystallized from benzene
  11. customto give 12.0 g

Sources & evidence

ORD record
ord-0316ea867cd849ce855a4eefb305066e
Source dataset
uspto-grants-1976_11
Patent number
US03992370

Reaction notes

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