Phosphoric Acid → HCID 18958202, compound

HRID 2379260Notes

Reaction equation

HRID 2379260 reaction equation
[PH3:1].[Br:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7]Br)=[CH:5][CH:4]=1.P(=O)(O)(O)O.[C:16]1([CH3:22])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[Br-:2].[Br:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7][P+:1]([C:3]2[CH:10]=[CH:9][C:6]([CH3:7])=[CH:5][CH:4]=2)([C:19]2[CH:20]=[CH:21][C:16]([CH3:22])=[CH:17][CH:18]=2)[C:19]2[CH:20]=[CH:21][C:16]([CH3:22])=[CH:17][CH:18]=2)=[CH:5][CH:4]=1

Participants

5

Reactant 4

HCID 1004Phosphoric AcidHCID 1140TolueneHCID 24404PhosphineHCID 685274-Bromobenzyl bromide

Product 1

HCID 18958202HCID 18958202, compound

Conditions

Temperature
30 °C

Procedure

Into a 50 milliliter glass reactor equipped with a thermometer connected to a temperature controller, a heating mantle, a condenser and a magnetic stirring bar, is charged 5.04 gms (0.0166 mole) of trip-p-toly phosphine and 25 gms of toluene. The slurry is heated to 30° C. then 4.6 gms (0.0184 mole) of 4-bromobenzyl bromide is added. This reaction mass is heated to 100° C. and maintained at that temperature for 3.5 hours, then cooled to 29° C. and the resulting phosphonium salt collected by filtration. The salt is washed with 12 gms of toluene then vacuum dried. There is obtained 7.5 gms of catalyst which has a melting point of >250° C. and a chemical shift of 22.1 ppm (phosphoric acid reference).

Workup

  1. customInto a 50 milliliter glass reactor equipped with a thermometer
  2. temperatureThis reaction mass is heated to 100° C.
  3. temperaturemaintained at that temperature for 3.5 hours
  4. temperaturecooled to 29° C.
  5. filtrationthe resulting phosphonium salt collected by filtration
  6. washThe salt is washed with 12 gms of toluene
  7. customvacuum dried
  8. customThere is obtained 7.5 gms of catalyst which

Sources & evidence

ORD record
ord-e094208234ff49158954d0045d2d9f70
Source dataset
uspto-grants-1994_11
Patent number
US05360886

Reaction notes

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