Methanol → HCID 57706237, compound
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([C:16]([O:18][CH3:19])=[O:17])=[CH:12][C:11]=1[CH:20]1C[CH2:23][CH:22](I)[C:21]1([CH3:27])[CH3:26].C[OH:29]>[C].[Pd]>[CH3:26][C:21]1([CH3:27])[CH2:22][CH2:23][O:29][CH:20]1[C:11]1[CH:12]=[C:13]([C:16]([O:18][CH3:19])=[O:17])[CH:14]=[CH:15][C:10]=1[C:3]1[CH:4]=[C:5]([O:8][CH3:9])[CH:6]=[CH:7][C:2]=1[F:1]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 66.60E (0.388 g, 0.801 mmol) in MeOH (17 mL) (degassed by N2), was added palladium-carbon (0.0853 g, 0.801 mmol). The resulting mixture was stirred at room temperature under H2 for 23 hours. After removing solvent, the residue was purified by flash chromatography (silica gel, 1:19 EtOAc/hexane) and gave 65 mg of 69.43A. MS ESI (pos.) m/e: 376 (M+18)+.
Workup
- customAfter removing solvent
- customthe residue was purified by flash chromatography (silica gel, 1:19 EtOAc/hexane)
Sources & evidence
- ORD record
- ord-b0515cb7827941ea86483f53bed5b995
- Source dataset
- uspto-grants-2011_10
- Patent number
- US08030354B2
Reaction notes
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