Sodium Hydroxide → 1-[2-(4,5,10,11-tetrahydro-1H-dibenzo[a,d]cyclohepten-5-yl)ethyl]pyrrolidine

HRID 2308842Notes

Reaction equation

HRID 2308842 reaction equation
C(O)(=O)/C=C\C(O)=O.[CH2:9]1[C:19]2[CH2:18][CH2:17][C:16]3[CH:20]=[CH:21][CH:22]=[CH:23][C:15]=3[CH:14]([CH2:24][CH2:25][N:26]3[CH2:30][CH2:29][CH2:28][CH2:27]3)[C:13]=2[CH2:12][CH:11]=[CH:10]1.[OH-].[Na+]>CCOCC>[CH2:20]1[C:16]2[CH2:17][CH2:18][C:19]3[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=3[CH:14]([CH2:24][CH2:25][N:26]3[CH2:27][CH2:28][CH2:29][CH2:30]3)[C:15]=2[CH2:23][CH:22]=[CH:21]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 704321281-[2-(4,5,10,11-tetrahydro-1H-dibenzo[a,d]cyclohepten-5-yl)ethyl]pyrrolidine maleate

Product 1

HCID 201879291-[2-(4,5,10,11-tetrahydro-1H-dibenzo[a,d]cyclohepten-5-yl)ethyl]pyrrolidine

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 8 g of 1-[2-(4,5,10,11-tetrahydro-1H-dibenzo[a,d]cyclohepten-5-yl)ethyl]pyrrolidine maleate, 20 ml of 3N sodium hydroxide and 50 ml of ether is shaken until two clear phases result. After separation of the aqueous phase, the ethereal solution is dried over magnesium sulfate and evaporated. There is obtained crystalline 1-[2-(4,5,10,11-tetrahydro-1H-dibenzo[a,d]cyclohepten-5-yl)ethyl]pyrrolidine of melting point 57°-58.5°. The melting point rises to 61°-63° after recrystallization from low-boiling petroleum ether at -25°.

Workup

  1. customresult
  2. customAfter separation of the aqueous phase
  3. dry with materialthe ethereal solution is dried over magnesium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-c12498addade42ec9853e522ff9d90dc
Source dataset
uspto-grants-1987_09
Patent number
US04691040

Reaction notes

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