Trifluoroacetic acid → HCID 23144550, compound

HRID 337400Notes

Reaction equation

HRID 337400 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]([NH:16][C:17]2[S:18][C:19]([C:27]3[CH:32]=[CH:31][N:30]=[CH:29][CH:28]=3)=[C:20]([C:22]3[O:23][CH:24]=[CH:25][CH:26]=3)[N:21]=2)=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[O:23]1[CH:24]=[CH:25][CH:26]=[C:22]1[C:20]1[N:21]=[C:17]([NH:16][C:14]([CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[O:15])[S:18][C:19]=1[C:27]1[CH:28]=[CH:29][N:30]=[CH:31][CH:32]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 23144173HCID 23144173, compound

Product 1

HCID 23144550HCID 23144550, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Compound 14 (1.80 g, 3.96 mmol) was dissolved in dichloromethane (20 mL), and trifluoroacetic acid (20 mL) was added thereto, followed by stirring at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure, and water was added to the resulting residue, followed by adding a 10 mol/L aqueous solution of sodium hydroxide to adjust the pH to 12. The precipitated solid was collected by filtration to afford the entitled Compound 15 (1.17 g, 84%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, and water
  2. additionwas added to the resulting residue
  3. additionby adding a 10 mol/L aqueous solution of sodium hydroxide
  4. filtrationThe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-d1e7c4ed25ab47d7b1e04c1209b6d617
Source dataset
uspto-grants-2014_11
Patent number
US08889718B2

Reaction notes

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