Reaktion #61660

ord-3f80127dda564470b49deac0d92492bf

Reaktionsgleichung

CC(=O)c1cc(OCc2ccccc2)cc2[nH]c(=O)ccc12
5-acetyl-7-benzyloxy-1H-quinolin-2-one
C[N+](C)(C)Cc1ccccc1.O=I(=O)Cl.O=I(=O)Cl
benzyltrimethylammonium dichloriodate
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
O=S([O-])[O-].[Na+].[Na+]
sodium sulphite
CC(Cl)Cl
dichloroethane
→
O=C(CCl)c1cc(OCc2ccccc2)cc2[nH]c(=O)ccc12
7-benzyloxy-5-(2-chloro-acetyl)-1H-quinolin-2-one

Edukte

CC(=O)c1cc(OCc2ccccc2)cc2[nH]c(=O)ccc12
5-acetyl-7-benzyloxy-1H-quinolin-2-one
C[N+](C)(C)Cc1ccccc1.O=I(=O)Cl.O=I(=O)Cl
benzyltrimethylammonium dichloriodate
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
O=S([O-])[O-].[Na+].[Na+]
sodium sulphite
CC(Cl)Cl
dichloroethane

Reagenzien

Keine

Lösungsmittel

O
water
CC(=O)O
acetic acid

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeat 65° C
  2. 2
    Waschenwashed with water
  3. 3
    Sonstigedried

Vorschrift

7.0 g (23.9 mmol) 5-acetyl-7-benzyloxy-1H-quinolin-2-one and 19.0 g (54.6 mmol) benzyltrimethylammonium dichloriodate are stirred in 43 mL acetic acid, 7 mL water and 147 mL dichloroethane at 65° C. After 4.5 hours the raction is stopped by the addition of 400 mL sodium carbonate solution and 50 mL 5% sodium sulphite solution. The insoluble constituents are suction filtered, washed with water and dried.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07429583B2uspto-grants-2008_09