Sodium Hydroxide → HCID 67914031, compound

HRID 2371712Notes

Reaction equation

HRID 2371712 reaction equation
[ClH:1].[CH:2]1[C:12]2[CH2:11][CH2:10][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][CH2:25][C:26]([O:28]CC)=[O:27])[CH2:19][CH2:18]3)[C:6]=2[CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[ClH:1].[CH:13]1[C:9]2[CH2:10][CH2:11][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][CH2:25][C:26]([OH:28])=[O:27])[CH2:21][CH2:22]3)[C:8]=2[CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19906292HCID 19906292, compound

Product 1

HCID 67914031HCID 67914031, compoundYield 96.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 3.31 g of ethyl 4-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-1-piperidinebutyrate hydrochloride, 11.7 ml of 2N sodium hydroxide aqueous solution and 35 ml of methanol was refluxed for 1 hr and concentrated. Water was added to the residue, adjusted to pH 1 with 10% hydrochloric acid. The precipitate was collected by filtlation to give 2.97 g of brown solid, which was recrystallized from a mixture of ethanol and ether to give 2.48 g of colorless needles, mp 211.5°-214.5° C.

Workup

  1. temperaturewas refluxed for 1 hr
  2. concentrationconcentrated
  3. additionWater was added to the residue
  4. customThe precipitate was collected by filtlation

Sources & evidence

ORD record
ord-a3c31f15f41c48c4bbe82c6cdba31433
Source dataset
uspto-grants-1992_03
Patent number
US05095022

Reaction notes

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