Hydrochloric Acid → HCID 23375, compound

To 20% sodium ethoxide in ethanol (1.02 L) was added ethyl diethylphosphonoacetate (516 mL) dropwise at ice temperature. After the mixture was stirred at ice temperature for 1.5 hr, a solution of 2,2-dimethylpropionaldehyde (260 mL) in tetrahydrofuran (510 mL) was added to the mixture at ice temperature. The mixture was stirred at RT for 3.5 hr and aqueous 4 N sodium hydroxide (885 mL) was added to the mixture at ice temperature. After the mixture was stirred overnight at RT, 6 N hydrochloric acid (802 mL) was added to the reaction mixture at ice temperature. The mixture was extracted with ethyl acetate (1 L), washed with water (1 L×5) and brine (500 mL), then dried over magnesium sulfate. The magnesium sulfate was filtered off and the filtrate was concentrated in vacuo to give the title compound (289 g) as a crude product.

1. stirringThe mixture was stirred at RT for 3.5 hr
2. stirringAfter the mixture was stirred overnight at RT
3. extractionThe mixture was extracted with ethyl acetate (1 L)
4. washwashed with water (1 L×5) and brine (500 mL)
5. dry with materialdried over magnesium sulfate
6. filtrationThe magnesium sulfate was filtered off
7. concentrationthe filtrate was concentrated in vacuo

ORD record

ord-81d33f4742d040109cb587c01230d782

Source dataset

uspto-grants-2013_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08604069B2