Trifluoroacetic acid → HCID 57397539, compound

HRID 41723Notes

Reaction equation

HRID 41723 reaction equation
C(O)(C(F)(F)F)=O.C([O:12][C:13](=[O:51])/[CH:14]=[CH:15]/[C:16]1[CH:21]=[CH:20][C:19]([C:22]2[CH:27]=[CH:26][C:25]([O:28][CH2:29][N:30]3[C:38](=[O:39])[C:37]4[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=4)[C:31]3=[O:40])=[C:24]([C:41]34[CH2:50][CH:45]5[CH2:46][CH:47]([CH2:49][CH:43]([CH2:44]5)[CH2:42]3)[CH2:48]4)[CH:23]=2)=[CH:18][CH:17]=1)(C)(C)C>C(Cl)Cl>[C:41]12([C:24]3[CH:23]=[C:22]([C:19]4[CH:18]=[CH:17][C:16](/[CH:15]=[CH:14]/[C:13]([OH:51])=[O:12])=[CH:21][CH:20]=4)[CH:27]=[CH:26][C:25]=3[O:28][CH2:29][N:30]3[C:38](=[O:39])[C:37]4[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=4)[C:31]3=[O:40])[CH2:50][CH:45]3[CH2:46][CH:47]([CH2:49][CH:43]([CH2:44]3)[CH2:42]1)[CH2:48]2

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86660474HCID 86660474, compound

Product 1

HCID 57397539HCID 57397539, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

TFA (1.8 ml) was dropped into an ice-cooled solution of (E)-3-[3′-adamantan-1-yl-4′-(1,3-dioxo-1,3-dihydroisoindol-2-ylmethoxy)-biphenyl-4-yl]acrylic acid tert-butyl ester (110 mg, 0.186 mmol) in DCM (1.8 ml), and the mixture was stirred at 0° C. for 10 min. The solvent was removed in vacuo and the residue was rinsed with hexane to obtain, after filtration, 97 mg (98%) of the title compound.

Workup

  1. customThe solvent was removed in vacuo
  2. washthe residue was rinsed with hexane
  3. customto obtain
  4. filtrationafter filtration, 97 mg (98%) of the title compound

Sources & evidence

ORD record
ord-6be316d11d7d49359f2837708f8b612a
Source dataset
uspto-grants-2013_09
Patent number
US08530517B2

Reaction notes

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