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

HRID 715943
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 715943
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 concentrated to low volume and pentane was added. The solids were removed by filtration and the filtrate was evaporated to dryness. Pentane was added and the solids were 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. concentrationThe mixture was concentrated to low volume and pentane
  2. additionwas added
  3. customThe solids were removed by filtration
  4. customthe filtrate was evaporated to dryness
  5. additionPentane was added
  6. customthe solids were again removed by filtration
  7. customthe filtrate was evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-5d4ea868d0cb41f6ace26503ab4224b3
Quelldatensatz
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09187494B2

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