Trifluoroacetic acid → HCID 57983515, compound

HRID 2078207Notes

Reaction equation

HRID 2078207 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[C:8]([CH3:14])([CH3:13])[C:7](=[O:15])[C:6]([C:16]([NH:18][CH2:19][C:20]([O:22]C(C)(C)C)=[O:21])=[O:17])=[C:5]2[OH:27].C(O)(C(F)(F)F)=O>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[C:8]([CH3:14])([CH3:13])[C:7](=[O:15])[C:6]([C:16]([NH:18][CH2:19][C:20]([OH:22])=[O:21])=[O:17])=[C:5]2[OH:27]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67099892HCID 67099892, compound

Product 1

HCID 57983515HCID 57983515, compoundYield 46.8%

Procedure

To 1,1-dimethylethyl N-((6,7-dichloro-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycinate (235 mg, 567 μmol) was added TFA (2 mL) at ambient temperature. The mixture was stirred for 30 minutes and then concentrated, precipitated with ether, filtered, washed with ether, and dried in a vacuum oven to give the title compound (95 mg) as a white solid. MS (m/z)=358 (M+H)+. Calculated for C15H13Cl2NO5 357.02.

Workup

  1. concentrationconcentrated
  2. customprecipitated with ether
  3. filtrationfiltered
  4. washwashed with ether
  5. customdried in a vacuum oven

Sources & evidence

ORD record
ord-19bcd96b3baf440fbe9c392afd86ba64
Source dataset
uspto-grants-2011_04
Patent number
US07928139B2

Reaction notes

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