Trifluoroacetic acid → HCID 57983534, compound

HRID 1868709Notes

Reaction equation

HRID 1868709 reaction equation
[Cl:1][C:2]1[C:11]([Cl:12])=[C:10]2[C:5]([C:6]([OH:27])=[C:7]([C:16]([NH:18][CH2:19][C:20]([O:22]C(C)(C)C)=[O:21])=[O:17])[C:8](=[O:15])[C:9]2([CH3:14])[CH3:13])=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>>[Cl:1][C:2]1[C:11]([Cl:12])=[C:10]2[C:5]([C:6]([OH:27])=[C:7]([C:16]([NH:18][CH2:19][C:20]([OH:22])=[O:21])=[O:17])[C:8](=[O:15])[C:9]2([CH3:14])[CH3:13])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67099939HCID 67099939, compound

Product 1

HCID 57983534HCID 57983534, compoundYield 82.2%

Procedure

A solution of 1,1-dimethylethyl N-((7,8-dichloro-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycinate (0.130 g, 0.314 mmol) in TFA (5.00 mL, 68.3 mmol) was stirred at 25° C. for 10 minutes. The resulting mixture was concentrated, azeotroped using DCM (2×100 mL), and dried in vacuo to give the title compound (0.0925 g). MS m/e=358 (M+H)+. Calculated for C15H13Cl2NO5 357.02.

Workup

  1. concentrationThe resulting mixture was concentrated
  2. customazeotroped
  3. customdried in vacuo

Sources & evidence

ORD record
ord-2998aa3a892248c2ae7551b75bf0ae80
Source dataset
uspto-grants-2009_12
Patent number
US07635715B2

Reaction notes

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