Iodine → 1,3-Dioxolane-2-propionaldehyde

To the solution of 2-(2-bromoethyl)-1,3-dioxolane (10 g, 55.2 mmol) in THF (50 mL) was added magnesium (1.6 g, 66.3 mmol) and trace amount of I2 as initiator. The reaction mixture was stirred at rt for 2 hrs. After cooling to −78° C., the mixture was quenched with dry DMF (1.39 g, 66.3 mmol) and kept at −78° C. for 2 hrs. After dilution with H2O the reaction mixture was extracted with CH2Cl2 (2×), followed by distillation (45-55° C. @ 8 mmHg) to afford 2 g (28%) of the title compound. MS (DCI/NH4+) m/z 131 (M+H)+.

1. temperatureAfter cooling to −78° C.
2. waitkept at −78° C. for 2 hrs
3. extractionAfter dilution with H2O the reaction mixture was extracted with CH2Cl2 (2×)
4. distillationfollowed by distillation (45-55° C. @ 8 mmHg)

ORDレコード

ord-cb2e95cbfab14f60ac1af2e9fbf5e1e1

出典データセット

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08835475B2