8-(4-BROMOPHENYL)-1,4-DIOXASPRIO[4,5]DECAN-8-OL synthesis
- Product Name:8-(4-BROMOPHENYL)-1,4-DIOXASPRIO[4,5]DECAN-8-OL
- CAS Number:125962-59-6
- Molecular formula:C14H17BrO3
- Molecular Weight:313.19
![1,4-Dioxaspiro[4.5]decan-8-one](/CAS/GIF/4746-97-8.gif)
Yield:125962-59-6 107 g
Reaction Conditions:
Stage #1: 1,4-bromoiodobenzenewith TurboGrignard in tetrahydrofuran at -40; for 1 h;
Stage #2: cyclohexanedione monoethylene ketal in tetrahydrofuran at -40 - 20; for 8 h;
Steps:
2-1 Synthesis of (T-3)
Isopropyl magnesium chloride-lithium chloride complex (1.3 M, 300 mL, 390 mmol)Was dissolved in tetrahydrofuran (100 mL) and cooled to -40 ° C.4-iodobromobenzene (100 g, 354 mmol)In tetrahydrofuran (100 mL) was added dropwise,And the mixture was stirred for 1 hour.A solution of the compound (T-2) (58 g, 371 mmol) in tetrahydrofuran (100 mL) was added dropwise,After returning to room temperature,And the mixture was further stirred for 8 hours.The reaction mixture was poured into a saturated aqueous solution of ammonium chloride (500 mL)And extracted with ethyl acetate (3 × 200 mL).The combined organic layers were washed with saturated aqueous sodium chloride solution (500 mL) and water (500 mL)It was dried over anhydrous magnesium sulfate,By concentration under reduced pressure,The compound (T-3) was obtained as a colorless solid (107 g, 341 mmol).
References:
JP2016/175886,2016,A Location in patent:Paragraph 0162; 0163
