HCID 67176406, compound → HCID 67176892, compound

HRID 2355268Notes

Reaction equation

HRID 2355268 reaction equation
C([O:8][C:9]1[C:14]([C:15]([F:18])([F:17])[F:16])=[C:13]([O:19]CC2C=CC=CC=2)[CH:12]=[CH:11][C:10]=1[C:27]([CH:29]1[CH2:31][CH2:30]1)=[O:28])C1C=CC=CC=1>O1CCCC1.[Pd]>[CH:29]1([C:27]([C:10]2[CH:11]=[CH:12][C:13]([OH:19])=[C:14]([C:15]([F:17])([F:18])[F:16])[C:9]=2[OH:8])=[O:28])[CH2:31][CH2:30]1

Participants

4

Reactant 1

HCID 67176406HCID 67176406, compound

Product 1

HCID 67176892HCID 67176892, compoundYield 102.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Dissolve (2,4-bis-benzyloxy-3-trifluoromethyl-phenyl)-cyclopropyl-methanone (881 mg, 1.86 mmol) in anhydrous tetrahydrofuran (15 mL) and add palladium on carbon (594 mg, 557 μmole). Degas (3×) and hydrogenate at 138 kPa (guage) under hydrogen atmosphere for 4 hrs. Filter the reaction mixture through filter cel and concentrate to provide the crude title compound (470 mg, 1.91 mmol). MS (m/z): 245 (M−1).

Workup

  1. customDegas (3×)
  2. filtrationFilter the reaction mixture
  3. filtrationthrough filter cel
  4. concentrationconcentrate

Sources & evidence

ORD record
ord-1356452d6caa48749e00a5043f018073
Source dataset
uspto-grants-2010_07
Patent number
US07754742B2

Reaction notes

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