HCID 21547118, compound → HCID 21547111, compound

HRID 1605650Notes

Reaction equation

HRID 1605650 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11](/[CH:14]=[CH:15]/[CH:16]([OH:18])[CH3:17])=[CH:10][CH:9]=1>C(OCC)(=O)C>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH:16]([OH:18])[CH3:17])=[CH:10][CH:9]=1

Participants

3

Reactant 1

HCID 21547118HCID 21547118, compound

Product 1

HCID 21547111HCID 21547111, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

24.5 Gm (0.101 mol) of (E)-4-(2'-fluoro-4-biphenylyl)-3-butene-2-ol, dissolved in 300 ml of ethyl acetate, were hydrogenated at room temperature at a hydrogen pressure of 3 atmospheres in the presence of 8.5 gm of Raney-nickel until hydrogen absorption was complete. The catalyst was filtered off, the filtrate was evaporated in vacuo, and the residue was recrystallized twice from cyclohexane/petroleum ether (ratio by volume: 1:1). Yield: 15.0 gm (61% of theory) of colorless crystals, m.p. 59°-60°C.

Workup

  1. customwere hydrogenated at room temperature at a hydrogen pressure of 3 atmospheres in the presence of 8.5 gm of Raney-nickel until hydrogen absorption
  2. filtrationThe catalyst was filtered off
  3. customthe filtrate was evaporated in vacuo
  4. customthe residue was recrystallized twice from cyclohexane/petroleum ether (ratio by volume: 1:1)

Sources & evidence

ORD record
ord-2b4c9c73c9dd40f1b26c4d72ae84f4ce
Source dataset
uspto-grants-1976_04
Patent number
US03950427

Reaction notes

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