Tributylamine → HCID 21832792, compound

HRID 1740717Notes

Reaction equation

HRID 1740717 reaction equation
[CH3:1][N:2]([CH3:43])[C:3]1[CH:8]=[CH:7][C:6]([P:9]([C:34]2[CH:39]=[CH:38][C:37]([N:40]([CH3:42])[CH3:41])=[CH:36][CH:35]=2)([CH2:11][CH2:12][CH2:13][P:14]([C:25]2[CH:30]=[CH:29][C:28]([N:31]([CH3:33])[CH3:32])=[CH:27][CH:26]=2)([C:16]2[CH:21]=[CH:20][C:19]([N:22]([CH3:24])[CH3:23])=[CH:18][CH:17]=2)=O)=O)=[CH:5][CH:4]=1.C(N(CCCC)CCCC)CCC.C1([SiH](Cl)Cl)C=CC=CC=1>CC1C=CC=CC=1C>[CH3:33][N:31]([CH3:32])[C:28]1[CH:29]=[CH:30][C:25]([P:14]([C:16]2[CH:17]=[CH:18][C:19]([N:22]([CH3:24])[CH3:23])=[CH:20][CH:21]=2)[CH2:13][CH2:12][CH2:11][P:9]([C:6]2[CH:7]=[CH:8][C:3]([N:2]([CH3:1])[CH3:43])=[CH:4][CH:5]=2)[C:34]2[CH:39]=[CH:38][C:37]([N:40]([CH3:41])[CH3:42])=[CH:36][CH:35]=2)=[CH:26][CH:27]=1

Participants

5

Reactant 3

HCID 7622TributylamineHCID 74207Dichloro(phenyl)silaneHCID 21832791HCID 21832791, compound

Product 1

HCID 21832792HCID 21832792, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent2×

Conditions

Temperature
145 °C

Procedure

12.0 g (19.5 mmol) of 1,3-bis[bis(4-dimethylaminophenyl)phosphinyl]propane and 24 ml (100 mmol) of tri-n-butylamine are initially charged in 80 ml of o-xylene in an argon atmosphere while stirring. 14.4 ml (100 mmol) of phenyldichlorosilane are slowly added dropwise. The mixture is heated to 145° C., stirred for 6 hours and the solvent is distilled off under reduced pressure. Cooling the clear solution results in formation of colorless crystals which are filtered off. The crystals obtained are suspended in 100 ml of degassed o-xylene and extracted with 20 ml of 2N sodium hydroxide solution. The organic phase is separated off, dried with sodium sulphate and evaporated under reduced pressure. This gives 10.8 g of colorless solid, corresponding to a yield of 95%.

Workup

  1. stirringstirred for 6 hours
  2. distillationthe solvent is distilled off under reduced pressure
  3. temperatureCooling the clear solution
  4. customresults in formation of colorless crystals which
  5. filtrationare filtered off
  6. customThe crystals obtained
  7. extractionextracted with 20 ml of 2N sodium hydroxide solution
  8. customThe organic phase is separated off
  9. dry with materialdried with sodium sulphate
  10. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-bc67f73486374a29953a50be7d279c83
Source dataset
uspto-grants-1999_10
Patent number
US05972825

Reaction notes

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