Hydrochloric Acid → Hydrochloric Acid

HRID 2059098Notes

Reaction equation

HRID 2059098 reaction equation
FC1C=CC(C23C4C=CC=CC=4CCN2CCC(=O)C3)=CC=1.CNC.[ClH:26].[BH3-]C#N.[Na+].[F:31][C:32]1[CH:37]=[CH:36][C:35]([C:38]23[C:47]4[CH:48]=[CH:49][CH:50]=[CH:51][C:46]=4[CH2:45][CH2:44][N:43]2[CH2:42][CH2:41][CH:40]([N:52]([CH3:54])[CH3:53])[CH2:39]3)=[CH:34][CH:33]=1>C(O)C>[ClH:26].[ClH:26].[ClH:26].[F:31][C:32]1[CH:33]=[CH:34][C:35]([C:38]23[C:47]4[CH:48]=[CH:49][CH:50]=[CH:51][C:46]=4[CH2:45][CH2:44][N:43]2[CH2:42][CH2:41][CH:40]([N:52]([CH3:54])[CH3:53])[CH2:39]3)=[CH:36][CH:37]=1

Participants

8

Reactant 5

HCID 313Hydrochloric Acid2×HCID 674DimethylamineHCID 5003444Sodium cyanoborohydrideHCID 12821968HCID 12821968, compoundHCID 12821969HCID 12821969, compound

Product 2

HCID 313Hydrochloric AcidHCID 20548308HCID 20548308, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Using the same reaction procedure as in EXAMPLE 5, 14.25 g (48.3 mmoles) of 11b-(4-fluorophenyl)-1,3,4,6,7,11b-hexahydro-2H-benzo[a]quinolizin-2-one, along with 140 ml (2.16 M, 302 mmoles) of methanolic dimethylamine, 21 ml (5.0 N, 105 mmoles) of HCl and 3.0 g (47.7 mmoles) of NaBH3CN are rejected. Using the same work-up procedure as in EXAMPLE 5, 15.6 g (99%) of white crystals of 11b-(4-fluorophenyl)-1,3,4,6,7,11b-hexahydro-N,N-dimethyl-2H-benzo[a]quinolizin-2-amine is obtained. m.p. 158°-168° C. This product is converted to the hydrochloride salt by reaction with HCl in ethanol. The salt is recrystallized from butanone/methanol, producing a highly hydroscopic HCl salt as beige needles of 11b-(4-fluorophenyl)-1,3,4,6,7,11b-hexahydro-N,N-dimethyl-2H-benzo[a]quinolizin-2-amine dihydrochloride. After 3 subsequent recrystallizations, pink crytals are obtained. m.p. 293°-298° C. (dec.)

Workup

  1. customis obtained
  2. customThe salt is recrystallized from butanone/methanol

Sources & evidence

ORD record
ord-ede0c477ea94482eb56f544cc73324dd
Source dataset
uspto-grants-1982_03
Patent number
US04321382

Reaction notes

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