(4-Nitrophenyl)acetic acid → HCID 178511529, compound

Temperature

125 °C

(4-Nitro-phenyl)-acetic acid (50 g, 276 mmol) was added to a stirred solution of 22.08 g of 50% sodium hydroxide solution in 450 mL deionizated water. The clear yellow solution is transferred into a high-pressure autoclave that it charged with 30 g (511 mmol) of water-wet sponge nickel catalyst. The autoclave is sealed, flushed with nitrogen and then pressurized to 115 bar with hydrogen. The reaction mixture is stirred and heated to 125° C. for 48 h. At that time the autoclave is cooled, vented and charged under nitrogen with another 30 g (511 mmol) of the sponge nickel catalyst. The autoclave is flushed again with nitrogen and then pressurized to 115 bar and the vessel is heated to 130° C. while stirring (a maximum pressure of 130 bars is observed). Hydrogenation is continued for 5 days to 130° C. The autoclave is then cooled, vented and flushed with nitrogen and the contents are removed and filtered through filter aid to remove catalyst. After removal of the solvent 74 g of crude material was obtained. The intermediated is used directly in the next step without purification. MS (m/e): 158.3 (M+H+).

1. customThe autoclave is sealed
2. customflushed with nitrogen
3. temperatureAt that time the autoclave is cooled
4. customThe autoclave is flushed again with nitrogen
5. temperaturethe vessel is heated to 130° C.
6. stirringwhile stirring (a maximum pressure of 130 bars
7. temperatureThe autoclave is then cooled
8. customflushed with nitrogen
9. customthe contents are removed
10. filtrationfiltered
11. filtrationthrough filter aid
12. customto remove catalyst
13. customAfter removal of the solvent 74 g of crude material
14. customwas obtained
15. customThe intermediated is used directly in the next step without purification

ORD record

ord-d8632c24424a4fa3b02dfde050cc6f01

Source dataset

uspto-grants-2010_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07858630B2