Trifluoroacetic acid → HCID 57983491, compound

HRID 1868858Notes

Reaction equation

HRID 1868858 reaction equation
[Cl: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>>[Cl: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

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67099704HCID 67099704, compound

Product 1

HCID 57983491HCID 57983491, compoundYield 99.8%

Procedure

A solution of 1,1-dimethylethyl N-((8-chloro-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycinate (0.162 g, 0.427 mmol) in TFA (5.00 mL, 67.3 mmol) was stirred at 25° C. for 10 minutes. The solution was concentrated, azeotroped using DCM (2×100 mL), and dried in vacuo to give the title compound (0.138 g). MS m/e=324 (M+H)+. Calculated for C15H14ClNO5 323.06.

Workup

  1. concentrationThe solution was concentrated
  2. customazeotroped
  3. customdried in vacuo

Sources & evidence

ORD record
ord-405294dd319a49bfb789de23cea401b0
Source dataset
uspto-grants-2009_12
Patent number
US07635715B2

Reaction notes

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