Hydrochloric Acid → 11-Cyano-11-[3-(dimethylamino)propyl]-6,11-dihydrodibenz[b,e]oxepin hydrochloride

HRID 1156279Notes

Reaction equation

HRID 1156279 reaction equation
[C:1]([C:3]1([CH2:18][CH2:19][CH2:20][N:21]([CH3:23])[CH3:22])[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH2:7][O:6][C:5]2[CH:14]=[CH:15][CH:16]=[CH:17][C:4]1=2)#[N:2].[ClH:24]>CCOCC>[ClH:24].[C:1]([C:3]1([CH2:18][CH2:19][CH2:20][N:21]([CH3:23])[CH3:22])[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH2:7][O:6][C:5]2[CH:14]=[CH:15][CH:16]=[CH:17][C:4]1=2)#[N:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 12962160HCID 12962160, compound

Product 1

HCID 2053577911-Cyano-11-[3-(dimethylamino)propyl]-6,11-dihydrodibenz[b,e]oxepin hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 11-cyano-11-[3-(dimethylamino)propyl]-6,11-dihydrodibenz[b,e]oxepin of Example 4 (3.0 g; 0.009 mole) in dry ether is vigorously stirred and cooled in an ice bath. A saturated solution of HCl in ether is added dropwise until no more salt precipitates. The salt is filtered, washed with ether and dried. Two recrystallizations from methanol-ether provide 1.1 g of crystals of 11-cyano-11-[3-dimethylamino)propyl[-6,11-dihydrodibenz[b,e]oxepin hydrochloride, m.p. 219° C.

Workup

  1. temperaturecooled in an ice bath
  2. customprecipitates
  3. filtrationThe salt is filtered
  4. washwashed with ether
  5. customdried
  6. customTwo recrystallizations from methanol-ether

Sources & evidence

ORD record
ord-c763d0905cb74307a4f5d2da93cb01c4
Source dataset
uspto-grants-1982_06
Patent number
US04335122

Reaction notes

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