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Carbon tetrabromide → [(Z)-3-bromoprop-1-enyl]-tributylstannane

HRID 595102
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 595102
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH2:20]([Sn:24]([CH2:33][CH2:34][CH2:35][CH3:36])([CH2:29][CH2:30][CH2:31][CH3:32])/[CH:25]=[CH:26]\[CH2:27]O)[CH2:21][CH2:22][CH3:23].C(Br)(Br)(Br)[Br:38]>C(Cl)Cl>[Br:38][CH2:27]/[CH:26]=[CH:25]\[Sn:24]([CH2:33][CH2:34][CH2:35][CH3:36])([CH2:29][CH2:30][CH2:31][CH3:32])[CH2:20][CH2:21][CH2:22][CH3:23]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 9974944(Z)-3-tributylstannylprop-2-en-1-ol2×

Produkt 1

HCID 10949620[(Z)-3-bromoprop-1-enyl]-tributylstannaneAusbeute 160,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of triphenylphosphine (5.32 g) in DCM (60 mL) was added to a solution of (Z)-3-tributylstannanylprop-2-en-1-ol (Intermediate 5, 6.4 g) and carbon tetrabromide (9.18 g) in DCM (60 mL) and the mixture was stirred for 2.5 hours. The mixture was evaporated to low volume and pentane was added. The solid was removed by filtration and the filtrate was evaporated to dryness. Pentane was added and the solid was again removed by filtration and the filtrate was evaporated to dryness to give ((Z)-3-bromoprop-1-enyl)-tributylstannane (12.14 g) as an oil.

Aufarbeitung

  1. customThe mixture was evaporated to low volume and pentane
  2. additionwas added
  3. customThe solid was removed by filtration
  4. customthe filtrate was evaporated to dryness
  5. additionPentane was added
  6. customthe solid was again removed by filtration
  7. customthe filtrate was evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-6e7f9b9427e8432a9b89319e531280ff
Quelldatensatz
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09242997B2

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