Potassium Formate → Oleylmethyldihydroxyethylammonium formate

HRID 1461643Notes

Reaction equation

HRID 1461643 reaction equation
[Cl-].[CH2:2]([CH2:20][NH2+:21][CH2:22][CH:23]([OH:25])[OH:24])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]/[CH:10]=[CH:11]\[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].C([O-])=O.[K+]>C(O)(C)C>[CH:23]([O-:25])=[O:24].[CH2:2]([CH2:20][NH2+:21][CH2:22][CH:23]([OH:25])[OH:24])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]/[CH:10]=[CH:11]\[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]

Participants

4

Reactant 2

HCID 2735122Potassium FormateHCID 86745345Oleylmethyldihydroxyethylammonium chloride

Product 1

HCID 86745354Oleylmethyldihydroxyethylammonium formateYield 189.3%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A four-necked flask fitted with stirrer and condenser means was charged with 40.5 g of oleylmethyldihydroxyethylammonium chloride, 10 g of potassium formate and 150 g of isopropyl alcohol and the reaction was conducted at 75°-80° C. in an atmosphere of nitrogen gas introduced at a low flow rate for 8 hours. The precipitate was then collected by filtration and washed with 50 ml of isopropyl alcohol. The filtrate and the washings were combined and concentrated under reduced pressure. The residue was dissolved in 200 g of benzene and filtered. Finally, the filtrate was concentrated to give 39.3 g (theoretical yield 41.3 g) of oleylmethyldihydroxyethylammonium formate as a waxy product. The elemental analysis and infrared absorption data are given below.

Workup

  1. customA four-necked flask fitted with stirrer and condenser means
  2. customwas conducted at 75°-80° C. in an atmosphere of nitrogen gas
  3. additionintroduced at a low flow rate for 8 hours
  4. filtrationThe precipitate was then collected by filtration
  5. washwashed with 50 ml of isopropyl alcohol
  6. concentrationconcentrated under reduced pressure
  7. dissolutionThe residue was dissolved in 200 g of benzene
  8. filtrationfiltered
  9. concentrationFinally, the filtrate was concentrated

Sources & evidence

ORD record
ord-d8af7aa6404b4a4aae549e56ccf897c5
Source dataset
uspto-grants-1991_12
Patent number
US05076828

Reaction notes

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