Imidazole → 8-(2-Iodoethyl)-1,4-dioxaspiro[4.5]decane

Temperature

3 °C

Fourth Step: 150.0 g of the compound (13), 274.3 g of triphenylphosphine (Ph3P), 71.3 g of imidazole and 900 mL of toluene were added to a reactor under nitrogen atmosphere, and stirred at 3° C. 255.5 g of iodine was added thereto by dividing into 10 portions at a temperature range of from 3 to 10° C., followed by further stirring at 0° C. for 3 hours. After confirming that the reaction had been completed by GC analysis, a yellow solid thus deposited was filtered off. The filtrate was concentrated, and 400 mL of heptane was added to the resulting residue, followed by filtering off a pale yellow solid thus deposited. The filtrate was concentrated, and the resulting residue was purified by silica gel column chromatography using toluene as eluent, and the solvent was removed by distillation under reduced pressure to obtain 223.9 g of 8-(2-iodoethyl)-1,4-dioxaspiro[4,5]decane (14) as a colorless transparent liquid.

1. customby dividing into 10 portions at a temperature range of from 3 to 10° C.
2. stirringby further stirring at 0° C. for 3 hours
3. filtrationa yellow solid thus deposited was filtered off
4. concentrationThe filtrate was concentrated
5. addition400 mL of heptane was added to the resulting residue
6. filtrationby filtering off a pale yellow solid
7. concentrationThe filtrate was concentrated
8. customthe resulting residue was purified by silica gel column chromatography
9. customthe solvent was removed by distillation under reduced pressure

ORD record

ord-ec9a38dac2904d76b2f0d5edc213a51a

Source dataset

uspto-grants-2009_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07510749B2