1,1'-(4-Bromobut-1-ene-1,1-diyl)bis(4-methoxybenzene) → HCID 13883276, compound

HRID 2073479Notes

Reaction equation

HRID 2073479 reaction equation
[Br:1][CH2:2][CH2:3][CH:4]=[C:5]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=1)[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][CH:7]=1>C(O)C.[Pd]>[Br:1][CH2:2][CH2:3][CH2:4][CH:5]([C:14]1[CH:15]=[CH:16][C:17]([O:20][CH3:21])=[CH:18][CH:19]=1)[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][CH:7]=1

Participants

4

Reactant 1

HCID 138832751,1'-(4-Bromobut-1-ene-1,1-diyl)bis(4-methoxybenzene)

Product 1

HCID 13883276HCID 13883276, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

44 g (0.127 mol) of 4-bromo-1,1-bis(4-methoxyphenyl)-butene were dissolved in 160 ml of ethanol, 2.8 g of palladium-on-charcoal (10%) were added and hydrogenation was carried out in a shaking vessel at room temperature in the course of about 2 hours. The catalyst was then filtered off with suction, the filtrate was concentrated and the crude product was purified by fractional distillation. 34.4 g of a fraction were obtained at 220°-226° C./-0.2 mm.

Workup

  1. customhydrogenation was carried out in a shaking vessel at room temperature in the course of about 2 hours
  2. filtrationThe catalyst was then filtered off with suction
  3. concentrationthe filtrate was concentrated
  4. distillationthe crude product was purified by fractional distillation
  5. custom34.4 g of a fraction were obtained at 220°-226° C./-0.2 mm

Sources & evidence

ORD record
ord-c4297c001b924f7bbfe97149e7ca1338
Source dataset
uspto-grants-1990_04
Patent number
US04918073

Reaction notes

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