Trifluoroacetic acid → HCID 86680395, compound

HRID 83587Notes

Reaction equation

HRID 83587 reaction equation
COC1C=C(OC)C=CC=1C[N:6]1[CH2:12][CH:11]([C:13]([OH:15])=[O:14])[C:8]2([CH2:10][CH2:9]2)[C:7]1=[O:16].C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O>>[O:16]=[C:7]1[NH:6][CH2:12][CH:11]([C:13]([OH:15])=[O:14])[C:8]21[CH2:9][CH2:10]2

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 866803935-(2,4-Dimethoxybenzyl)-4-oxo-5-azaspiro[2.4]heptane-7-carboxylic Acid

Product 1

HCID 86680395HCID 86680395, compoundYield 76.2%

Conditions

Temperature
80 °C

Procedure

To an optically active compound of 5-(2,4-dimethoxybenzyl)-4-oxo-5-azaspiro[2.4]heptane-7-carboxylic acid (372 mg) were sequentially added anisole (159 μl) and trifluoroacetic acid (5.6 ml) at room temperature, and the mixture was stirred at 80° C. for 4 hours. This reaction mixture was concentrated under reduced pressure, and diisopropyl ether (10 ml) was added thereto. The precipitated solid was collected by filtration to give the titled compound (144 mg).

Workup

  1. customat room temperature
  2. concentrationThis reaction mixture was concentrated under reduced pressure, and diisopropyl ether (10 ml)
  3. additionwas added
  4. filtrationThe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-a82509e990c64154b0a3ed9534001621
Source dataset
uspto-grants-2014_09
Patent number
US08846746B2

Reaction notes

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