Ethyl 7-acetyl-7-(4-cyanobenzoyl)-8-oxononanoate → HCID 57444530, compound

HRID 2250558Notes

Reaction equation

HRID 2250558 reaction equation
[C:1]([C:4]([C:18](=[O:27])[C:19]1[CH:24]=[CH:23][C:22]([C:25]#[N:26])=[CH:21][CH:20]=1)(C(=O)C)[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])(=[O:3])[CH3:2]>FC(F)(F)C(O)=O>[C:25]([C:22]1[CH:21]=[CH:20][C:19]([C:18]([CH:4]([C:1](=[O:3])[CH3:2])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[O:27])=[CH:24][CH:23]=1)#[N:26]

Participants

3

Reactant 1

HCID 57444529Ethyl 7-acetyl-7-(4-cyanobenzoyl)-8-oxononanoate

Product 1

HCID 57444530HCID 57444530, compoundYield 72.5%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Conditions

Temperature
20 °C

Procedure

Ethyl 7-acetyl-7-(4-cyanobenzoyl)-8-oxononanoate (3.5 g) was dissolved in trifluoroacetic acid (12.6 ml) and the mixture was stirred at 20° C. for 15 minutes. The mixture was partitioned between ethyl acetate and water. The organic layer was separated, washed with water, aqueous sodium bicarbonate and brine, dried over MgSO4 (magnesium sulfate), and evaporated to give ethyl 7-(4-cyanobenzoyl)-8-oxononanoate (2.25 g) as an oil.

Workup

  1. customThe mixture was partitioned between ethyl acetate and water
  2. customThe organic layer was separated
  3. washwashed with water, aqueous sodium bicarbonate and brine
  4. dry with materialdried over MgSO4 (magnesium sulfate)
  5. customevaporated

Sources & evidence

ORD record
ord-c2cc236948be4a52b489f0381d3e631c
Source dataset
uspto-grants-2008_01
Patent number
US07317009B2

Reaction notes

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