Acetic Acid → HCID 21162734, compound

HRID 894178Notes

Reaction equation

HRID 894178 reaction equation
[CH:1]([C:4]1[CH:5]=[CH:6][C:7]2[C:13](=[O:14])[C:12]3[CH:15]=C(C#N)[CH:17]=[CH:18][C:11]=3[CH2:10][O:9][C:8]=2[CH:21]=1)([CH3:3])[CH3:2].[C:22]([OH:25])(=[O:24])[CH3:23].Cl>O>[CH:1]([C:4]1[CH:5]=[CH:6][C:7]2[C:13](=[O:14])[C:12]3[CH:15]=[C:23]([C:22]([OH:25])=[O:24])[CH:17]=[CH:18][C:11]=3[CH2:10][O:9][C:8]=2[CH:21]=1)([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 21162716HCID 21162716, compound

Product 1

HCID 21162734HCID 21162734, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Reflux a mixture of 2.8 gm. (0.010 mole) of 6,11-dihydro-3-isopropyl-11-oxodibenz[b.e]oxepin-9-carbonitrile, 50 ml. of acetic acid, 5 ml. of water and 5 ml. of concentrated hydrochloric acid for 140 hours. Cool the reaction mixture, separate the solids by filtration and dry. (yield 2.07 gm., m.p. 202°-204° C.). Recrystallize from toluene to obtain the title product (m.p. 203°-204.5° C.).

Workup

  1. temperatureReflux
  2. additiona mixture of 2.8 gm
  3. temperatureCool the reaction mixture
  4. customseparate the solids
  5. filtrationby filtration
  6. customdry
  7. customRecrystallize from toluene

Sources & evidence

ORD record
ord-e6f28c185dc24f3797d9ff64a3dbd014
Source dataset
uspto-grants-1981_08
Patent number
US04282365

Reaction notes

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