Reaktion #412279

ord-84a2330b294a46d5b04e558ac57f83de

Reaktionsgleichung

Cc1c(C)c2c(c(C)c1O)CC[C@@](C)(CCC[C@H](C)CCC[C@H](C)CCCC(C)C)O2
alpha-tocopherol
Nc1ccc(C(=O)Cl)cc1
4-aminobenzoic acid chloride
→
Cc1c(C)c2c(c(C)c1O)CC[C@@](C)(CCC[C@H](C)CCC[C@H](C)CCCC(C)C)O2.Nc1ccc(C(=O)[O-])cc1
alpha-tocopherol 4-aminobenzoate
Ausbeute 68.0%

Edukte

Cc1c(C)c2c(c(C)c1O)CC[C@@](C)(CCC[C@H](C)CCC[C@H](C)CCCC(C)C)O2
alpha-tocopherol
Nc1ccc(C(=O)Cl)cc1
4-aminobenzoic acid chloride

Reagenzien

CN(C)c1ccncc1
4-(dimethylamino)pyridine

Lösungsmittel

c1ccncc1
pyridine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The reaction of alpha-tocopherol with 4-aminobenzoic acid chloride was carried out in the same manner with Example I, except that 10 mol % of 4-(dimethylamino)pyridine was added together with pyridine. This reaction was confirmed to proceed in a similar pattern to that of Example I as measured by thin layer chromatography. The remaining processes of Example I were repeated to produce alpha-tocopherol 4-aminobenzoate (0.61 g, yield 68%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06222051B1uspto-grants-2001_04