反応 #43432

反応方程式

3-chloro-6,7-dihydro[1,4]oxathiino[3,2-c]pyridazine

potassium carbonate

2,4,6-trivinylcyclotriboroxane pyridine complex

water

→

solid

収率 71.2%

3-Ethenyl-6,7-dihydro[1,4]oxathiino[3,2-c]pyridazine

収率 71.2%

溶媒

dimethoxyethane

反応条件

後処理

1. 1
   その他The mixture was evaporated to dryness
2. 2
   workup.ADDITIONtreated with aqueous sodium bicarbonate solution
3. 3
   抽出extracted (4×) with DCM
4. 4
   乾燥dried (sodium sulphate)
5. 5
   その他evaporated
6. 6
   その他chromatographed on silica gel (50 g)
7. 7
   洗浄eluting with 1:1 ethyl acetate-hexane

実験手順

A solution of 3-chloro-6,7-dihydro[1,4]oxathiino[3,2-c]pyridazine (450 mg, 2.4 mmol) in dimethoxyethane (12 ml) was treated with tetrakis(triphenylphosphine)palladium (0) (61 mg), potassium carbonate (313 mg), 2,4,6-trivinylcyclotriboroxane pyridine complex (375 mg) and water (1.5 ml). The mixture was heated at 96° C., overnight. The mixture was evaporated to dryness, treated with aqueous sodium bicarbonate solution, extracted (4×) with DCM, dried (sodium sulphate), evaporated and chromatographed on silica gel (50 g), eluting with 1:1 ethyl acetate-hexane, affording a solid (200 mg, 46%), containing slightly impure product.

出典