HCID 57481298, compound → HCID 57444485, compound

HRID 2250550Notes

Reaction equation

HRID 2250550 reaction equation
[C:1]([C:4]([C:21](=[O:30])[C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([C:28]#[N:29])[CH:23]=1)([CH2:12][CH2:13][CH2:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])C(OC(C)(C)C)=O)(=[O:3])[CH3:2]>FC(F)(F)C(O)=O>[C:28]([C:24]1[CH:23]=[C:22]([CH:27]=[CH:26][CH:25]=1)[C:21]([CH:4]([C:1](=[O:3])[CH3:2])[CH2:12][CH2:13][CH2:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[O:30])#[N:29]

Participants

3

Reactant 1

HCID 57481298HCID 57481298, compound

Product 1

HCID 57444485HCID 57444485, compoundYield 100.4%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

To 1-tert-butyl 7-ethyl 2-acetyl-2-(3-cyanobenzoyl)-heptanedioate (4.2 g) was added trifluoroacetic acid (20 mL) in an ice-water bath. After 30 minutes, the bath was removed and the reaction mixture was stirred at ambient temperature. After 1 hour, the mixture was concentrated. The residue was dissolved in toluene and was evaporated in vacuo to give ethyl 6-(3-cyanobenzoyl)-7-oxooctanoate (3.20 g, 100.4%) as colorless oil.

Workup

  1. customthe bath was removed
  2. waitAfter 1 hour
  3. concentrationthe mixture was concentrated
  4. dissolutionThe residue was dissolved in toluene
  5. customwas evaporated in vacuo

Sources & evidence

ORD record
ord-36c0bace96874f95a67d494a047ec4ff
Source dataset
uspto-grants-2008_01
Patent number
US07317009B2

Reaction notes

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