HCID 68937235, compound → HCID 59769937, compound

HRID 2218692Notes

Reaction equation

HRID 2218692 reaction equation
[F:1][C:2]1[C:12]2[CH2:11][CH2:10][C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[C:7](=[CH:17][C:18]3[CH:19]=[C:20]([OH:24])[CH:21]=[CH:22][CH:23]=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1>CCO.[Pd]>[F:1][C:2]1[C:12]2[CH2:11][CH2:10][C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[CH:7]([CH2:17][C:18]3[CH:19]=[C:20]([OH:24])[CH:21]=[CH:22][CH:23]=3)[C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 68937235HCID 68937235, compound

Product 1

HCID 59769937HCID 59769937, compoundYield 57%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Dissolve 3-(1-fluoro-10,11-dihydro-dibenzo[a,d]cyclohepten-5-ylidenemethyl)-phenol (170 mg, 0.54 mmol) in EtOH (5 mL) and add 10% Pd/C (50 mg). Stir for 18 h under an atmosphere of hydrogen. Filter and concentrate. Purify the crude product using column chromatography (10% EtOAc/hexane→25% EtOAc/hexane) to give 98 mg (57%) product as a colorless oil. MS (ES) 317 (M−1). HPLC shows 99% purity.

Workup

  1. filtrationFilter
  2. concentrationconcentrate
  3. customPurify the crude product

Sources & evidence

ORD record
ord-3d9a7fc13f494bb1929ff23b9599b9b2
Source dataset
uspto-grants-2008_08
Patent number
US07411072B2

Reaction notes

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