2-Ethylhexanol → HCID 14879098, compound

HRID 1030298Notes

Reaction equation

HRID 1030298 reaction equation
[H-].[Na+].CS([C:7]1[CH:12]=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)[N:10]=[C:9]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=2)[CH:8]=1)(=O)=O.[CH2:25]([CH:27]([CH2:30][CH2:31][CH2:32][CH3:33])[CH2:28][OH:29])[CH3:26]>[Cl-].[Na+]>[CH2:25]([CH:27]([CH2:30][CH2:31][CH2:32][CH3:33])[CH2:28][O:29][C:7]1[CH:12]=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)[N:10]=[C:9]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=2)[CH:8]=1)[CH3:26]

Participants

5

Reactant 3

HCID 77202-EthylhexanolHCID 24758Sodium hydrideHCID 12780501HCID 12780501, compound

Product 1

HCID 14879098HCID 14879098, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 5234Sodium ChlorideSolvent

Procedure

Sodium hydride (60% content, oil dispersion, 0.80 g) was added to a mixture of 4'-methanesulfonyl-2,2':6',2"-terpyridine (4.67 g, 0.015 mol) and 2-ethyl-1-hexanol (1.30 g, 0.010 mol) over a period of about 10 minutes. After stirring for 30 minutes at room temperature, the reaction mixture was refluxed and further reacted for 4 hours. After cooling to room temperature, the reaction mixture was poured into an aqueous 4M sodium chloride solution (0.3 liter). The crystal that precipitated was taken out by filtration under suction and then washed with water and hexane. The crystal was dried under reduced pressure (0.1 mm Hg) and then recrysallized from hexane to obtain 3.07 g of the above-entitled product (T-4) as a white crystal. Yield: 85%. m.p. 58.5° C.

Workup

  1. temperaturethe reaction mixture was refluxed
  2. customfurther reacted for 4 hours
  3. temperatureAfter cooling to room temperature
  4. customThe crystal that precipitated
  5. filtrationwas taken out by filtration under suction
  6. washwashed with water and hexane
  7. customThe crystal was dried under reduced pressure (0.1 mm Hg)

Sources & evidence

ORD record
ord-e44a25ba95744a4b9d36e42892f0a39b
Source dataset
uspto-grants-1992_04
Patent number
US05104988

Reaction notes

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