Sodium Hydroxide → HCID 86735512, compound

HRID 1678842Notes

Reaction equation

HRID 1678842 reaction equation
[CH3:1][N:2]([C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH3:17])=[CH:10][CH:9]=1)[CH2:3][CH2:4][C:5]([OH:7])=[O:6].[OH-].[Na+].O.O.O.O.O.O.[Ni:26](Cl)Cl>O>[CH3:1][N:2]([C:8]1[CH:9]=[CH:10][C:11]([CH2:14][CH2:15][CH2:16][CH3:17])=[CH:12][CH:13]=1)[CH2:3][CH2:4][C:5]([OH:7])=[O:6].[CH3:1][N:2]([C:8]1[CH:9]=[CH:10][C:11]([CH2:14][CH2:15][CH2:16][CH3:17])=[CH:12][CH:13]=1)[CH2:3][CH2:4][C:5]([OH:7])=[O:6].[Ni:26]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 11791229Dichloronickel;hexahydrateHCID 20364400HCID 20364400, compound

Product 1

HCID 86735512HCID 86735512, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a stirred solution of N-methyl-p-n-butylphenyl-β-alanine (7.85 g., 0.03 mole) in 250 ml of water was added 15 ml. of 2N sodium hydroxide solution. The hazy solution was clarified by filtration, and a solution of nickel chloride hexahydrate (3.58 g., 0.015 mole) in 50 ml of water was added dropwise to the filtrate. The nickel salt precipitated from solution during the addition, and after the addition was completed the mixture was stirred at room temperature for three hours. The precipitated nickel salt was filtered off and washed with water. After drying for 72 hours over P2O5 the salt was dissolved in benzene. The benzene solution was filtered, the filtrate evaporated and the green residue thus obtained heated at 80°-85° at 0.01 mm for 17 hours to give 7 g (90%) of the title compound.

Workup

  1. filtrationThe hazy solution was clarified by filtration
  2. customThe nickel salt precipitated from solution during the addition
  3. additionafter the addition
  4. filtrationThe precipitated nickel salt was filtered off
  5. washwashed with water
  6. dry with materialAfter drying for 72 hours over P2O5 the salt
  7. dissolutionwas dissolved in benzene
  8. filtrationThe benzene solution was filtered
  9. customthe filtrate evaporated
  10. customthe green residue thus obtained
  11. temperatureheated at 80°-85° at 0.01 mm for 17 hours

Sources & evidence

ORD record
ord-f1d896a03b174510be8169c51b9a195d
Source dataset
uspto-grants-1978_03
Patent number
US04077941

Reaction notes

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