Sodium Bicarbonate → HCID 13194174, compound

HRID 434712Notes

Reaction equation

HRID 434712 reaction equation
[CH3:1][C:2]12[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH2:13][CH:11]([NH:12]1)[C:4]1[CH:5]=[C:6]([O:9]C)[CH:7]=[CH:8][C:3]2=1.Cl.[NH+]1C=CC=CC=1.C([O-])(O)=O.[Na+]>O>[CH3:1][C:2]12[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH2:13][CH:11]([NH:12]1)[C:4]1[CH:5]=[C:6]([OH:9])[CH:7]=[CH:8][C:3]2=1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 13194170HCID 13194170, compoundHCID 21584435Pyridinium hydrochloride

Product 1

HCID 13194174HCID 13194174, compoundYield 98.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 8-methoxy-5-methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imine (1.75 g, 0.00696 mol) and pyridinium hydrochloride (10.5 g) is stirred at 190° for 2.5 hr. The melt is cooled to 50° C. and slurried with water (50 ml). The slurry is made basic with aqueous saturated NaHCO3 and extracted with ethyl acetate (3×50 ml). The combined extracts are dried over MgSO4 and filtered and the filtrate evaporated to dryness under reduced pressure to give 1.62 g (98%) of crude title compound. A sample recrystallized from ethyl acetate has m.p. 245°-247° C.

Workup

  1. extractionextracted with ethyl acetate (3×50 ml)
  2. dry with materialThe combined extracts are dried over MgSO4
  3. filtrationfiltered
  4. customthe filtrate evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-a676aed55d52472bb66d98aa5cd2b9a3
Source dataset
uspto-grants-1983_08
Patent number
US04399141

Reaction notes

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