Triphenylphosphine → Phosphonic dichloride, (2-methylphenyl)-

反応式

[C:1]1([CH3:11])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[P:7]([Cl:10])([Cl:9])=[O:8].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>>[Cl:9][P:7]([Cl:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=1[CH3:11].[C:1]1([CH3:11])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[P:7]([Cl:9])([Cl:10])=[O:8]

参加物

反応物 2

HCID 11776Triphenylphosphine

HCID 10921725Phosphonic dichloride, (2-methylphenyl)-

生成物 2

HCID 10921725Phosphonic dichloride, (2-methylphenyl)-

HCID 14226801Phosphonous dichloride, (2-methylphenyl)-

実験手順

317 g (1.52 moles) of o-tolylphosphonic acid dichloride and 400 g (1.53 moles) of triphenylphosphane were stirred for 17 hours at 180° C. under an atmosphere of nitrogen. The mixture was then cooled and the triphenylphosphane oxide which had crystallized out was filtered off with suction. The filtrate was distilled at 0.093 kPa at a top temperature of approx. 80°-100° C. This gave 220 g, containing 45% of dichloro-o-tolylphosphane and 45% of o-tolylphosphonic acid dichloride (according to 31P-NMR spectrum). The dichloro-o-tolylphosphane was obtained at a yield of 50% of theory, at a 68.5% conversion of o-tolylphosphonic acid dichloride.