Trifluoroacetic acid → HCID 11853640, compound

HRID 2371108Notes

Reaction equation

HRID 2371108 reaction equation
[CH2:1]([O:8][C:9]([NH:11][CH2:12][CH2:13][CH:14]([CH:22]([OH:37])[CH2:23][CH2:24][C:25]1[CH:30]=[CH:29][C:28]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[CH:27][CH:26]=1)[C:15]([O:17]C(C)(C)C)=[O:16])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O.C1(OC)C=CC=CC=1>ClCCl>[CH2:1]([O:8][C:9]([NH:11][CH2:12][CH2:13][CH:14]([CH:22]([OH:37])[CH2:23][CH2:24][C:25]1[CH:30]=[CH:29][C:28]([C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)=[CH:27][CH:26]=1)[C:15]([OH:17])=[O:16])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 66671372HCID 66671372, compound

Product 1

HCID 11853640HCID 11853640, compoundYield 70.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the compound (40 mg) obtained from step 2 above in dry dichloromethane (10 ml) at 0° C. was added trifluoroacetic acid (0.5 ml) and anisole (0.05 ml) and stirred for 4 hours. The solvent and excess reagents were evaporated under reduced pressure and the residue thus obtained was purified by column chromatography using 60% ethyl acetate in hexane as eluant to furnish the title compound (25 mg).

Workup

  1. customThe solvent and excess reagents were evaporated under reduced pressure
  2. customthe residue thus obtained
  3. customwas purified by column chromatography

Sources & evidence

ORD record
ord-a550ea5b88944747b0ea53fcf8608672
Source dataset
uspto-grants-2014_04
Patent number
US08710261B2

Reaction notes

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