Trifluoroacetic acid → HCID 67450168, compound

HRID 535701Notes

Reaction equation

HRID 535701 reaction equation
C(O)(C(F)(F)F)=O.[NH2:8][C:9]1[C:14]2[C:15](=[O:29])[N:16](CC3C=CC(OC)=CC=3)[CH2:17][CH2:18][O:19][C:13]=2[N:12]=[CH:11][N:10]=1.C1(OC)C=CC=CC=1>>[NH2:8][C:9]1[C:14]2[C:15](=[O:29])[NH:16][CH2:17][CH2:18][O:19][C:13]=2[N:12]=[CH:11][N:10]=1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 86712620HCID 86712620, compound

Product 1

HCID 67450168HCID 67450168, compoundYield 66.7%

Conditions

Temperature
90 °C

Procedure

TFA (15 mL, 195 mmol) was added to a solution of 100E (2.5 g, 8.32 mmol) in anisole (1 mL, 9.15 mmol) at 0° C., and the mixture was stirred for 2 h at 90° C. for 16 h in sealed-tube. The reaction mixture was concentrated to get the residue and it was triturated with 25 mL (50%) ethyl acetate in hexane to afford to afford title compound (1.0 g, 66.7%) as an off-white-solid. 1H NMR (400 MHz, DMSO-d6-D2O): δ 8.26 (s, 1H), 4.57 (t, J=3.9 Hz, 2H), 3.47 (t, J=4.2 Hz, 2H).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customto get the residue and it
  3. customwas triturated with 25 mL (50%) ethyl acetate in hexane
  4. customto afford

Sources & evidence

ORD record
ord-9094f8f6b5974b82a25404e2d095707a
Source dataset
uspto-grants-2014_10
Patent number
US08859536B2

Reaction notes

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