HCID 67405487, compound → HCID 58566616, compound

HRID 1909546Notes

Reaction equation

HRID 1909546 reaction equation
C([O:8][C:9]1[CH:28]=[CH:27][C:12]([CH:13]=[CH:14][C:15]2[C:23]3[O:22][C:21]([CH3:25])([CH3:24])[CH2:20][C:19]=3[CH:18]=[C:17]([F:26])[CH:16]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1.[H][H]>C(O)C.[Pd]>[F:26][C:17]1[CH:16]=[C:15]([CH2:14][CH2:13][C:12]2[CH:11]=[CH:10][C:9]([OH:8])=[CH:28][CH:27]=2)[C:23]2[O:22][C:21]([CH3:25])([CH3:24])[CH2:20][C:19]=2[CH:18]=1

Participants

5

Reactant 2

HCID 67405487HCID 67405487, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 58566616HCID 58566616, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution 7-(4-(benzyloxy)styryl)-5-fluoro-2,2-dimethyl-2,3-dihydrobenzofuran (649) (207.7 mg, 0.583 mmol) in ethanol (6 mL) was added Pd/C (20 mg, 10% Degussa type). A balloon of hydrogen gas was added and the reaction was evacuated and back-filled with hydrogen three times. The reaction was stirred overnight at room temperature, was filtered through a pad of celite and concentrated in vacuo to give 4-(2-(5-fluoro-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)ethyl)phenol (650).

Workup

  1. customthe reaction was evacuated
  2. additionback-filled with hydrogen three times
  3. filtrationwas filtered through a pad of celite
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-5b47d9540c984707b71482ccb7becbc0
Source dataset
uspto-grants-2013_12
Patent number
US08598374B2

Reaction notes

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