Dibutylamine → Dibenzo[d,f][1,3,2]dioxaphosphepin-6-amine, N,N-dibutyl-2,4,8,10-tetrakis(1,1-dimethylethyl)-

HRID 1648963Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1648963
[C:1]([C:5]1[CH:6]=[C:7]([C:16]2[C:17]([OH:30])=[C:18]([C:26]([CH3:29])([CH3:28])[CH3:27])[CH:19]=[C:20]([C:22]([CH3:25])([CH3:24])[CH3:23])[CH:21]=2)[C:8]([OH:15])=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[P:31](Cl)(Cl)Cl.[CH2:35]([NH:39][CH2:40][CH2:41][CH2:42][CH3:43])[CH2:36][CH2:37][CH3:38].C(N(CC)CC)C>C1(C)C=CC=CC=1>[C:22]([C:20]1[CH:19]=[C:18]([C:26]([CH3:29])([CH3:28])[CH3:27])[C:17]2[O:30][P:31]([N:39]([CH2:40][CH2:41][CH2:42][CH3:43])[CH2:35][CH2:36][CH2:37][CH3:38])[O:15][C:8]3[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:10][C:5]([C:1]([CH3:2])([CH3:3])[CH3:4])=[CH:6][C:7]=3[C:16]=2[CH:21]=1)([CH3:25])([CH3:24])[CH3:23]

Komponenten

6

Edukt 4

HCID 8148DibutylamineHCID 8471TriethylamineHCID 24387Phosphorus trichlorideHCID 808083,3',5,5'-Tetrakis(1,1-dimethylethyl)(1,1'-biphenyl)-2,2'-diol

Produkt 1

HCID 20481433Dibenzo[d,f][1,3,2]dioxaphosphepin-6-amine, N,N-dibutyl-2,4,8,10-tetrakis(1,1-dimethylethyl)-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Versuchsvorschrift

170 g (0.414 mol) of 4,4',6,6'-tetra-tert-butyl-2,2'-biphenol in 150 ml of toluene is heated to 80°-90° C. in a nitrogen atmosphere, and 40 ml (0.458 mol) of phosphorus trichloride is added dropwise in the course of 2 hours. The reaction mixture is stirred at reflux temperature for 4 hours and, towards the end of the reaction, nitrogen gas is again introduced. There is then added dropwise at reflux temperature, during 11/2 hours, a solution of 53.5 g (0.414 mol) of dibutylamine and 41.9 g (0.414 mol) of triethylamine in 80 ml of toluene. After 15 hours, the reaction mixture is allowed to cool to room temperature, and the triethylamine hydrochloride which has precipitated is filtered off. The toluene is afterwards evaporated off, and the N-(2,4,8,10-tetra-tert-butyl-dibenz[d,f][1,3,2]dioxaphosphepin-6-yl)-dibutylamine obtained has a melting point of 140° C.

Aufarbeitung

  1. additionis added dropwise in the course of 2 hours
  2. temperatureat reflux temperature for 4 hours
  3. customtowards the end of the reaction, nitrogen gas
  4. additionis again introduced
  5. additionThere is then added dropwise
  6. temperatureat reflux temperature
  7. custom2 hours
  8. customthe triethylamine hydrochloride which has precipitated
  9. filtrationis filtered off
  10. customThe toluene is afterwards evaporated off

Quellen und Nachweise

ORD-Eintrag
ord-573b2220e5104f22a773630f05b700ab
Quelldatensatz
uspto-grants-1983_11
Patentnummer
US04414345

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