Trifluoroacetic acid → HCID 57983356, compound

HRID 2078153Notes

Reaction equation

HRID 2078153 reaction equation
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([OH:26])=[C:7]([C:15]([NH:17][CH2:18][C:19]([O:21]C(C)(C)C)=[O:20])=[O:16])[C:8](=[O:14])[C:9]2([CH3:13])[CH3:12])=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>O>[F:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([OH:26])=[C:7]([C:15]([NH:17][CH2:18][C:19]([OH:21])=[O:20])=[O:16])[C:8](=[O:14])[C:9]2([CH3:13])[CH3:12])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67099932HCID 67099932, compound

Product 1

HCID 57983356HCID 57983356, compoundYield 96.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1,1-Dimethylethyl N-((7-fluoro-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycinate (590 mg, 1624 μmol) was stirred in TFA (3 mL, 40386 μmol) at room temperature for 15 minutes. Water was added. The resulting precipitate was filtered and washed with water to give the desired product as a white solid (481 mg). MS (m/e)=308.1 (M+H)+. Calculated for C15H14FNO5 307.09.

Workup

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with water

Sources & evidence

ORD record
ord-205d3ac9f1f142c3a1be77c45c90e305
Source dataset
uspto-grants-2011_04
Patent number
US07928139B2

Reaction notes

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