Tetrahydrofuran → Methine triacetate

HRID 268506Notes

Reaction equation

HRID 268506 reaction equation
[C:1]([CH2:4][C:5](=[O:7])[CH3:6])(=[O:3])[CH3:2].[O:8]1CC[CH2:10][CH2:9]1>>[C:1]([CH:4]([C:9](=[O:8])[CH3:10])[C:5](=[O:7])[CH3:6])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 8028TetrahydrofuranHCID 31261Acetylacetone

Product 1

HCID 69950Methine triacetate

Procedure

Gaseous acetyl fluoride is bubbled into a suspension of 30.0 g. (0.1 mole) of the thallous salt of acetylacetone in 150 ml. of dry tetrahydrofuran, under nitrogen, at a rate of 3.0 cc./minute for a total of 30 minutes. After filtration through Celite, the solution is concentrated and the residue distilled to give 13.5 g. (96%), b.p. 90°-95°/1.0 mm.

Workup

  1. customGaseous acetyl fluoride is bubbled into a suspension of 30.0 g
  2. customfor a total of 30 minutes
  3. filtrationAfter filtration through Celite
  4. concentrationthe solution is concentrated
  5. distillationthe residue distilled
  6. customto give 13.5 g

Sources & evidence

ORD record
ord-5e665491c0b841dbb1ae33aecf56ebe2
Source dataset
uspto-grants-1976_03
Patent number
US03947488

Reaction notes

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