Sodium Hydroxide → HCID 9841126, compound

HRID 2371710Notes

Reaction equation

HRID 2371710 reaction equation
Cl.[CH:2]1[C:12]2[CH:11]=[CH:10][C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[C:7](=[C:17]3[CH2:22][CH2:21][N:20]([CH2:23][CH2:24][C:25]([O:27]CC)=[O:26])[CH2:19][CH2:18]3)[C:6]=2[CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[CH:13]1[C:9]2[CH:10]=[CH:11][C:12]3[CH:2]=[CH:3][CH:4]=[CH:5][C:6]=3[C:7](=[C:17]3[CH2:18][CH2:19][N:20]([CH2:23][CH2:24][C:25]([OH:27])=[O:26])[CH2:21][CH2:22]3)[C:8]=2[CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19906310HCID 19906310, compound

Product 1

HCID 9841126HCID 9841126, compoundYield 100.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 5.30 g of ethyl 4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)-1-piperidinepropionate hydrochloride, 19.3 ml of 2N sodium hydroxide aqueous solution and 30 ml of methanol was refluxed for 1 hr and concentrated. Water was added to the residue, washed with ethyl acetate and adjusted to pH 4 to 5 with 10% hydrochloric acid. The precipitate was collected by filtration to give 4.47 g of pale yellow crystals, which were recrystallized from a mixture of water and N,N-dimethylformamide to give 4.23 g of pale yellow needles, mp 201°-203° C.

Workup

  1. temperaturewas refluxed for 1 hr
  2. concentrationconcentrated
  3. additionWater was added to the residue
  4. washwashed with ethyl acetate
  5. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-689db650474945be82df20a8a7762ead
Source dataset
uspto-grants-1992_03
Patent number
US05095022

Reaction notes

Loading…