3-(4-Methyl-tetrahydro-pyran-4-yl)-acrylic acid ethyl ester → HCID 67528472, compound

To a solution of 3-(4-methyl-tetrahydro-pyran-4-yl)-acrylic acid ethyl ester (396 mg, 2.00 mmol, prepared as in STEP A above) in EtOH (10 mL), 6N aqueous NaOH (1 mL) was added dropwise. The resulting mixture was stirred at room temperature over night. The resulting mixture was concentrated and the resulting residue was dissolved in 20 mL of water. The resulting solution was washed twice with diethyl ether (10 mL), and the aqueous layer was acidified with 6N HCl and extracted thrice with DCM (20 mL). The DCM layers were combined, dried over Na2SO4 and concentrated in vacuo to yield 3-(4-methyl-tetrahydro-pyran-4-yl)-acrylic acid, which was used in next step without further purification.

1. concentrationThe resulting mixture was concentrated
2. dissolutionthe resulting residue was dissolved in 20 mL of water
3. washThe resulting solution was washed twice with diethyl ether (10 mL)
4. extractionextracted thrice with DCM (20 mL)
5. dry with materialdried over Na2SO4
6. concentrationconcentrated in vacuo

ORD record

ord-5c99a39bf5874d8890088b5beea8bb30

Source dataset

uspto-grants-2012_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08217060B2