Triethylamine → (R)-glycidyl methanesulfonate

HRID 339765Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 339765
[CH2:1]1[O:3][C@H:2]1[CH2:4][OH:5].C(N(CC)CC)C.[CH3:13][S:14](Cl)(=[O:16])=[O:15]>CN(C=O)C>[CH3:13][S:14]([O:5][CH2:4][C@@H:2]1[O:3][CH2:1]1)(=[O:16])=[O:15]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 6973630(-)-Glycidol

Produkt 1

HCID 12461091(R)-glycidyl methanesulfonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

A solution of (S)-(−)-glycidol (8.6 mL, 130 mmol) and triethylamine (36.2 mL, 260 mmol, 2.0 equiv.) in DMF (250 mL) was cooled over an ice bath and methanesulfonyl chloride (10.1 mL, 130 mmol, 1.0 equiv.) was added dropwise. The mixture was stirred for 1.5 hr at room temperature affording a 0.47 M solution of (R)-glycidyl methanesulfonate in DMF, which was used without further purification.

Quellen und Nachweise

ORD-Eintrag
ord-2f9adc3493324321b07976fe9d19e93a
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08895549B2

Notizen zur Reaktion

Wird geladen…