Diethyl Malonate → HCID 57903802, compound

In a nitrogen atmosphere, a mixture of 268 g of diethyl tetramethylenemalonate (which had been synthesized from diethyl malonate and 1,4-dibromobutane by a malonate synthesis standard technique) and 400 ml of tetrahydrofuran was added dropwise to a mixture of 80.0 g of lithium aluminum hydride (LiAlH4) and 1,000 ml of tetrahydrofuran under ice cooling. The reaction mixture was stirred for 3 hours at room temperature, after which it was ice cooled again. To the reaction mixture which was kept below 30° C. and vigorously stirred, 80 ml of water, 80 ml of a 15% sodium hydroxide aqueous solution, and 240 ml of water were added dropwise in sequence. The resulting crystals were filtered off. The filtrate was concentrated in vacuum, obtaining 150 g (crude yield 92%) of a crude product. By the same procedure as in Synthesis Example 2-2 except that the crude product was used instead of norbornane-2,2-dimethanol, it was converted into a methacryloyl form, obtaining the target compound (yield 35%).

1. temperaturecooled again
2. customwas kept below 30° C.
3. stirringvigorously stirred
4. filtrationThe resulting crystals were filtered off
5. concentrationThe filtrate was concentrated in vacuum
6. customobtaining 150 g (crude yield 92%) of a crude product

ORD record

ord-56dca5aaae4e460d8f272e44b8549717

Source dataset

uspto-grants-2011_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08053165B2