Sodium Acetate → HCID 12677753, compound

HRID 1439811Notes

Reaction equation

HRID 1439811 reaction equation
[B](F)F.[C:4]([CH:7]1[C:16](=[O:17])[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[O:9][CH2:8]1)(=[O:6])[CH3:5].C([O-])(=O)C.[Na+]>C(O)(=O)C>[C:4]([CH:7]1[C:16](=[O:17])[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[O:9][CH2:8]1)(=[O:6])[CH3:5]

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 86735231HCID 86735231, compound

Product 1

HCID 12677753HCID 12677753, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 3-acetyl-4-chromanone boron difluoride complex (13 g, 54.4 mmoles, described in Example 4) and anhydrous sodium acetate (52 g) in glacial acetic acid (235 ml) is heated on a steam bath for 1 hr. The solution is poured on ice and the resulting mixture is extracted with ether. The organic extract is washed with aqueous sodium bicarbonate solution and saturated sodium chloride solution, dried and evaporated. The residue is subjected to chromatography on silica gel using benzene-hexane (1:1) as eluant. Evaporation of the eluate gives the title compound, m.p. 73°-74° C, νmaxCHCl3 1,600 cm-1.

Workup

  1. additionThe solution is poured on ice
  2. extractionthe resulting mixture is extracted with ether
  3. extractionThe organic extract
  4. washis washed with aqueous sodium bicarbonate solution and saturated sodium chloride solution
  5. customdried
  6. customevaporated
  7. customEvaporation of the eluate

Sources & evidence

ORD record
ord-4deacdb462054530bb6c45b12885b625
Source dataset
uspto-grants-1977_11
Patent number
US04060619

Reaction notes

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