Phosphoric Acid → HCID 18958194, compound

HRID 1033273Notes

Reaction equation

[C:1]1([CH3:22])[CH:6]=[CH:5][C:4]([P:7]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)[C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)=[CH:3][CH:2]=1.[CH2:23]([I:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.P(=O)(O)(O)O>C1(C)C=CC=CC=1>[I-:30].[CH2:23]([P+:7]([C:4]1[CH:5]=[CH:6][C:1]([CH3:22])=[CH:2][CH:3]=1)([C:15]1[CH:16]=[CH:17][C:18]([CH3:21])=[CH:19][CH:20]=1)[C:8]1[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

Conditions

Temperature: 35 °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 gms (0.0164 mole) of tri-p-tolylphosphine and 23 gms of toluene. The slurry is heated to 35° C. then 4.3 gms (0.0177 mole) of benzyl iodide is added. This reaction mass is heated to 40° C. in 15 minutes and maintained for 16 hours then cooled to 26° C. and the resulting phosphonium salt collected by filtration, then vacuum dried. There is obtained 3.6 gms of catalyst which has a melting point of 210° C.-218° C. and a chemical shift of 28.5 ppm (phosphoric acid reference).

Workup

customInto a 50 milliliter glass reactor equipped with a thermometer
temperatureThis reaction mass is heated to 40° C. in 15 minutes
temperaturemaintained for 16 hours
temperaturethen cooled to 26° C.
filtrationthe resulting phosphonium salt collected by filtration
customvacuum dried
customThere is obtained 3.6 gms of catalyst which

Sources & evidence

ORD record: ord-5bb3cb8bc0de4eb0ad8b69b07a72f1fd
Source dataset: uspto-grants-1994_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05310853

Reaction notes

Loading…