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5-Bromo-1,1-bis-(4-fluorophenyl)pent-1-ene → 1,1'-(5-Bromo-1-pentylidene)bis[4-fluorobenzene]

HRID 1494638
Notes
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Reaction equation

HRID 1494638 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH:5]=[C:6]([C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=1)[C:7]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=1.[H][H]>[Pd].CO>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH:6]([C:7]1[CH:8]=[CH:9][C:10]([F:13])=[CH:11][CH:12]=1)[C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 147225505-Bromo-1,1-bis-(4-fluorophenyl)pent-1-eneHCID 178418361HCID 178418361, compound

Product 1

HCID 111105561,1'-(5-Bromo-1-pentylidene)bis[4-fluorobenzene]

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 92 parts of 1,1'-(5-bromo-1-penten-1-ylidene)bis [4-fluorobenzene] and 400 parts of methanol was hydrogenated at normal pressure and at room temperature with 5 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated, yielding 84 parts of 1,1'-(5-bromo-1-pentylidene)bis[4-fluorobenzene] as a residue (int. 51).

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-0eb70a10b98e4283bcefd85f91222148
Source dataset
uspto-grants-1991_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05026853

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes