Allyl Alcohol → [3-(5-Bromothien-2-yl)-4,5-dihydroisoxazol-5-yl]methanol

HRID 747196Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 747196
[Br:1][C:2]1[S:6][C:5]([CH:7]=[N:8][OH:9])=[CH:4][CH:3]=1.[CH2:10]([OH:13])[CH:11]=[CH2:12]>O1CCCC1>[Br:1][C:2]1[S:6][C:5]([C:7]2[CH2:12][CH:11]([CH2:10][OH:13])[O:9][N:8]=2)=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 7858Allyl AlcoholHCID 200491N-[(5-bromothiophen-2-yl)methylidene]hydroxylamine

Produkt 1

HCID 17954475[3-(5-Bromothien-2-yl)-4,5-dihydroisoxazol-5-yl]methanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

5-Bromo-thiophene-2-carbaldehyde oxime (40.2 g, 195.2 mmol) and allyl alcohol (32.4 ml) were added to tetrahydrofuran (200 ml) and then bleach (1318 ml) was added. The reaction was stirred for four hours followed by extraction with tetrahydrofuran (2×200 ml). The organic layers were combined, dried over sodium sulfate, and concentrated in vacuo to give the desired product (19 g).

Aufarbeitung

  1. additionwas added
  2. extractionfollowed by extraction with tetrahydrofuran (2×200 ml)
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-559ae188f9b84d10bd02bb3c32e997cc
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07396847B2

Notizen zur Reaktion

Wird geladen…