Ammonium formate → HCID 21071285, compound

A solution of the product of Step A (17.24 g, 73 mmol) in toluene (160 mL) was treated with potassium t-butoxide (18.4 g, 164 mmol) and the mixture was heated at reflux for 1.5 h. Upon cooling to ambient temperature, the mixture was washed twice with 1 N hydrochloric acid, dried over magnesium sulfate and concentrated. To a solution of the resulting residue (11.0 g) in ethanol (150 mL) was added ammonium formate (32.3 g, 0.51 mol) and the mixture was heated at reflux for 7 h and then stirred at ambient temperature overnight. The mixture was diluted with ethyl ether, washed with water (2×) and dried over magnesium sulfate to give the title product as a yellow oil, 7.05 g. The material was a mixture of methyl and ethyl esters.

1. temperaturethe mixture was heated
2. temperatureat reflux for 1.5 h
3. washthe mixture was washed twice with 1 N hydrochloric acid
4. dry with materialdried over magnesium sulfate
5. concentrationconcentrated
6. temperaturethe mixture was heated
7. temperatureat reflux for 7 h
8. washwashed with water (2×)
9. dry with materialdried over magnesium sulfate

ORD record

ord-ee11097960d443d69139c18e34ae9f6d

Source dataset

uspto-grants-2007_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07157475B2