Trifluoroacetic acid → HCID 57983484, compound

HRID 2078108Notes

Reaction equation

HRID 2078108 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[C:10]([CH3:13])([CH3:12])[C:9](=[O:14])[C:8]([C:15]([NH:17][CH2:18][C:19]([O:21]C(C)(C)C)=[O:20])=[O:16])=[C:7]2[OH:26].C(O)(C(F)(F)F)=O>O>[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[C:10]([CH3:13])([CH3:12])[C:9](=[O:14])[C:8]([C:15]([NH:17][CH2:18][C:19]([OH:21])=[O:20])=[O:16])=[C:7]2[OH:26]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67099631HCID 67099631, compound

Product 1

HCID 57983484HCID 57983484, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a flask containing 1,1-dimethylethyl N-((8-fluoro-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycinate (1.5 g, 4.1 mmol) was added TFA (20 mL). The reaction was stirred under nitrogen for 1 hours and then concentrated in vacuo to afford an oil. Addition of water caused a white precipitate to form. The solid was collected by filtration, washed with water, washed with ether, and then dried in vacuo (0.68 g). MS (m/z)=308 (M+H)+. Calculated for C15H14FNO5 307.08.

Workup

  1. concentrationconcentrated in vacuo
  2. customto afford an oil
  3. customto form
  4. filtrationThe solid was collected by filtration
  5. washwashed with water
  6. washwashed with ether
  7. customdried in vacuo (0.68 g)

Sources & evidence

ORD record
ord-f3b88069a53b4136ba87df6c1be35bea
Source dataset
uspto-grants-2011_04
Patent number
US07928139B2

Reaction notes

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