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Carbon tetrabromide → cis 4-(2-Fluoro-5-bromobenzyloxy)but-2-enyl bromide

HRID 1066854
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1066854
[F:1][C:2]1[CH:14]=[CH:13][C:12]([Br:15])=[CH:11][C:3]=1[CH2:4][O:5][CH2:6][CH:7]=[CH:8][CH2:9]O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:36]>C(OCC)C>[F:1][C:2]1[CH:14]=[CH:13][C:12]([Br:15])=[CH:11][C:3]=1[CH2:4][O:5][CH2:6]/[CH:7]=[CH:8]\[CH2:9][Br:36]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 543808404-(2-Fluoro-5-bromobenzyloxy)but-2-en-1-ol

Produkt 1

HCID 59958660cis 4-(2-Fluoro-5-bromobenzyloxy)but-2-enyl bromide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

In a 100 ml round bottom flask 4-(2-fluoro-5-bromobenzyloxy)but-2-en-1-ol (2.145 g, 7.80 mmol) was dissolved in diethyl ether under a nitrogen atmosphere. Triphenylphosphine (2.66 g, 10.1 mmol) and then carbon tetrabromide (3.36 g, 10.1 mmol) were added to the reaction mixture. The resulting mixture was stirred for six hours at ambient temperature. A white precipitate formed during the stirring. The progress of the reaction was monitored by thin layer chromatography. The solution was filtered and the filtrate was evaporated to give a thick oil. The desired title intermediate was further purified by liquid chromatography.

Aufarbeitung

  1. customA white precipitate formed during the stirring
  2. filtrationThe solution was filtered
  3. customthe filtrate was evaporated
  4. customto give a thick oil
  5. customThe desired title intermediate was further purified by liquid chromatography

Quellen und Nachweise

ORD-Eintrag
ord-e41262f4ca1147f9a33952c021ccada0
Quelldatensatz
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06245761B1

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