Triisopropyl borate → Dipropan-2-yl tert-butylboronate

HRID 622916Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 622916
[C:1]([Li])([CH3:4])([CH3:3])[CH3:2].[CH:6]([O:9][B:10](OC(C)C)[O:11][CH:12]([CH3:14])[CH3:13])([CH3:8])[CH3:7]>C(OCC)C>[C:1]([B:10]([O:11][CH:12]([CH3:14])[CH3:13])[O:9][CH:6]([CH3:8])[CH3:7])([CH3:4])([CH3:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 21531Triisopropyl borateHCID 178418306HCID 178418306, Verbindung

Produkt 1

HCID 13183022Dipropan-2-yl tert-butylboronate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
-78 °C

Versuchsvorschrift

The reaction was conducted as described in Example 1 with tert-butyllithium (30.9 mL, 51 mmol) which was added to triisopropoxyborane (9.59 g, 51 mmol) in 51 mL ethyl ether cooled to -100° C. instead of -78° C. Solvents were removed at 0° C. and 15 mm Hg. The oil bath was maintained at 50° C. to furnish tert-butyldiisopropoxyborane: 8.44 g (45.3 mmol, 89%), bp 136-138 (754 mm Hg); proton NMR (neat) δ4.50 (septet, J=18 Hz, 2H), 1.12 (d, J=18 Hz, 12H), 0.95 (s, 9H); boron NMR (neat) δ+29.5 ppm (s).

Aufarbeitung

  1. customSolvents were removed at 0° C.
  2. temperatureThe oil bath was maintained at 50° C.

Quellen und Nachweise

ORD-Eintrag
ord-f54e73bd182a4e1d8a182b2907f255b2
Quelldatensatz
uspto-grants-1988_09
Patentnummer
US04772751

Notizen zur Reaktion

Wird geladen…