Carbon tetrabromide → 2-Trimethylsilanylethyl 4-bromomethyl-piperidine-1-carboxylate

HRID 1743266Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1743266
O[CH2:2][CH:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][CH2:12][CH2:13][Si:14]([CH3:17])([CH3:16])[CH3:15])=[O:10])[CH2:5][CH2:4]1.[Br:18]C(Br)(Br)Br.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1>[Br:18][CH2:2][CH:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][CH2:12][CH2:13][Si:14]([CH3:17])([CH3:16])[CH3:15])=[O:10])[CH2:5][CH2:4]1

Komponenten

5

Edukt 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 113689482-(Trimethylsilyl)ethyl 4-(hydroxymethyl)piperidine-1-carboxylate

Produkt 1

HCID 222383942-Trimethylsilanylethyl 4-bromomethyl-piperidine-1-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

19.9 g of 2-trimethylsilanylethyl 4-hydroxymethylpiperidine-1-carboxylate were dissolved in 600 ml of THF. After cooling to 0° C., 50.7 g of tetrabromomethane were added. Then 42.1 g of triphenylphosphine were added in 4 portions at intervals each of 20 min. The mixture was allowed to reach room temperature and was stirred for 14 h. The solvent was then removed in vacuo, and the residue was chromatographed on silica gel.

Aufarbeitung

  1. customto reach room temperature
  2. customThe solvent was then removed in vacuo
  3. customthe residue was chromatographed on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-48b3313e1087426b80b264767c1bb6bb
Quelldatensatz
uspto-grants-2006_03
Patentnummer
US07008957B2

Notizen zur Reaktion

Wird geladen…