تفاعل #2028949

ord-fefbc823262b41de8f8652e370192bd7

معادلة التفاعل

Cl
HCl
[K+].[OH-]
KOH
CCOC(=O)/C(=C\NC(C)(C)CO)C(=O)c1cc(F)c(F)c(F)c1F
7
CCOC(=O)/C(=C\NC(C)(C)CO)C(=O)c1cc(F)c(F)c(F)c1F
(Z)-ethyl 3-(1-hydroxy-2-methylpropan-2-ylamino)-2-(2,3,4,5-tetrafluorobenzoyl)acrylate
[K+].[OH-]
KOH
CC1(C)COc2c(F)c(F)cc3c(=O)c(C(=O)O)cn1c23
9,10-Difluoro-3,3-dimethyl-7-oxo-3,7-dihydro-2H-(1,4)oxazino(2,3,4-ij)quinoline-6-carboxylic acid
المردود 83.0%

المذيبات

ظروف التفاعل

درجة الحرارة
85°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONwere added under ice-
  2. 2
    درجة الحرارةcooling
  3. 3
    ترشيحThe white precipitate was collected by filtration
  4. 4
    أخرىto give 8, which
  5. 5
    أخرىwas used without further purification in the next step (7.5 g, 83% yield)

الإجراء التجريبي

To a solution of 7 (11.2 g, 30.8 mmol) in THF (45 mL), crushed pellets of KOH (4.32 g, 77 mmol) were added under ice-cooling. After 1.5 h, 50 mL of 10% aqueous KOH were added and the reaction mixture was heated up slowly to 85° C. and stirred for another 2 hours. The reaction mixture was acidified with 1 N HCl to pH 4. The white precipitate was collected by filtration to give 8, which was used without further purification in the next step (7.5 g, 83% yield).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08389514B2uspto-grants-2013_03