Trifluoroacetic acid → HCID 57983396, compound

HRID 2078138Notes

Reaction equation

HRID 2078138 reaction equation
[Cl:1][C:2]1[CH:11]=[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([CH2:13][CH3:14])[CH3:12])=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>>[Cl:1][C:2]1[CH:11]=[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([CH2:13][CH3:14])[CH3:12])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67099911HCID 67099911, compound

Product 1

HCID 57983396HCID 57983396, compoundYield 81.3%

Procedure

1,1-Dimethylethyl N-((7-chloro-1-ethyl-4-hydroxy-1-methyl-2-oxo-naphthalen-3-yl)carbonyl)glycinate (393 mg, 998 μmol) was stirred in TFA (3 mL, 40.4 mmol) at room temperature for 20 minutes. The TFA was removed in vacuo, and water was added. The resulting precipitate was filtered and washed with water to give the desired product as a white solid (274 mg). MS (m/e)=338 (M+H)+. Calculated for C16H16ClNO5 337.07.

Workup

  1. customThe TFA was removed in vacuo, and water
  2. additionwas added
  3. filtrationThe resulting precipitate was filtered
  4. washwashed with water

Sources & evidence

ORD record
ord-724e7e19c4b549dd8a253787585ee5fa
Source dataset
uspto-grants-2011_04
Patent number
US07928139B2

Reaction notes

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