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Hydrochloric Acid → Btg H2O

HRID 480386
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 480386
C([OH:14])CCCCCCCCCCCC.[OH-].[Na+].C(C1OC1)Cl.CN(C1C=CC(C(C2C=CC(N(C)C)=CC=2)=C2C=CC(=[N+](C)C)C=C2)=CC=1)C.[Cl-].Cl.[CH3:52][CH2:53][CH2:54][CH2:55][O:56][CH2:57][CH2:58][O:59][CH2:60][CH2:61][O:62][CH2:63][CH2:64][OH:65]>[Br-].C([N+](CC)(CC)CC)C.C(O)(=O)C.O.C1(C)C=CC=CC=1.CCOCC>[CH3:52][CH2:53][CH2:54][CH2:55][O:56][CH2:57][CH2:58][O:59][CH2:60][CH2:61][O:62][CH2:63][CH2:64][OH:65].[OH2:14]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

12

Edukt 6

HCID 313Hydrochloric AcidHCID 7835EpichlorohydrinHCID 82071-TridecanolHCID 8923Triethylene glycol monobutyl etherHCID 11057Crystal VioletHCID 14798Sodium Hydroxide2×

Produkt 1

HCID 88213291
Btg H2O

Reagenzien, Katalysatoren, Lösungsmittel 5

HCID 6285Tetraethylammonium BromideKatalysatorHCID 176Acetic AcidLösungsmittel2×HCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

This example illustrates the production of a compound of formula I wherein B3 and B4 are ether linkages. To a round bottom flask equipped with a stirrer, nitrogen inlet tube, and a distillation head, were added 70 millimoles of tridecyl alcohol ethoxylate (nominal 100 ethyleneoxy units per mole of ethoxylate), 30 millimoles of polyethylene glycol having a molecular weight of about 8,000 grams/mole and 400 grams of toluene. To this mixture was added 140 millimoles of sodium hydroxide (as an aqueous solution at 50% by weight sodium hydroxide). The flask was then heated to azeotropically distill off most of the water with stirring and nitrogen gas sparging. The conditions of distillation were such that about 1,000 ppm of water remained in the toluene solution. The solution was then cooled to 80° C. after which 90 millimoles of epichlorohydrin were added. The reaction mixture was then maintained at 80° C. until the epoxide titration reached approximately zero. (A 4.0 gram aliquot of the reaction mixture and 4 grams of tetraethylammonium bromide can be dissolved in 50 ml of glacial acetic acid and the resulting solution titrated with a 0.1036 N HClO4 in glacial acetic acid solution to a methyl violet end point for the amount of epoxide (epoxy titration). The reaction mixture was then neutralized to a substantially neutral pH (about pH 7) with aqueous hydrochloric acid. Butoxytriglycol (BTG) and water were added to give a clear yellow BTG/H2O/product ratio of 1:2:2 by weight.

Aufarbeitung

  1. customTo a round bottom flask equipped with a stirrer, nitrogen inlet tube
  2. temperatureThe flask was then heated
  3. distillationto azeotropically distill off most of the water
  4. customnitrogen gas sparging
  5. distillationThe conditions of distillation
  6. additionwere added

Quellen und Nachweise

ORD-Eintrag
ord-296e326aad3b4747b71c378df1ee63ae
Quelldatensatz
uspto-grants-2003_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06649733B1

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