Azobisisobutyronitrile → 2-Formyl-5-methoxybenzoic acid

온도

85 °C

10 g (61 mmol) of 6-methoxyphthalide, 11.4 g (64.0 mmol) of NBS and 200 ml of chlorobenzene are mixed, while stirring, the suspension is heated to 85° C. and 2 ml of a solution of 100 mg of AIBN in 10 ml of chlorobenzene are added. In the course of a few minutes, the temperature rises to 110° C. and a red solution forms. After the rise in-temperature has subsided, the remaining 8 ml are added and the mixture is stirred at 85° C. for 40 min. After cooling to 0° C., the succinimide which has precipitated out is filtered off and rinsed with chlorobenzene. The filtrate is concentrated until an oily residue forms, which is taken up in 10% strength NaOH solution, and the mixture is washed three times with 300 ml of methylene chloride each time. After acidification of the aqueous phase with concentrated HCl, the mixture is stirred at 0° C. for 1 hour. The acid thereby precipitates out in the form of a white precipitate, which is filtered off.

1. customIn the course of a few minutes
2. customrises to 110° C.
3. additionthe remaining 8 ml are added
4. stirringthe mixture is stirred at 85° C. for 40 min
5. temperatureAfter cooling to 0° C.
6. customthe succinimide which has precipitated out
7. filtrationis filtered off
8. washrinsed with chlorobenzene
9. concentrationThe filtrate is concentrated until an oily residue forms, which
10. washthe mixture is washed three times with 300 ml of methylene chloride each time
11. stirringAfter acidification of the aqueous phase with concentrated HCl, the mixture is stirred at 0° C. for 1 hour
12. customThe acid thereby precipitates out in the form of a white precipitate, which
13. filtrationis filtered off

ORD 기록

ord-aec052de780143d3a7c2ed28c09c2a37

출처 데이터셋

uspto-grants-2014_01

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08633312B2