Phosgene → HCID 11003433, Verbindung

Temperatur

103 °C

A mixture of 6.9 g of 1,2,4-triazole, 100 mL of toluene, 14.3 g of ethyl 2-(4phenoxyphenyl)lactate, and 20 g of triethylamine was heated to 103° C. to dissolve the triazole and then cooled to -60° C. Phosgene (6.4 g) was added at 57°-60° C. over 2.5 h. After holding the reaction mixture at 59°-60° C. for 1.25 h, the reaction mixture was cooled to -5° C. Ice (100 g) was added, and the temperature dropped to -8° C. The aqueous layer was separated and extracted one time with 15 mL of toluene. The organic layers were combined and washed with cold water (2 times with 25 mL), dried (MgSO4), filtered, and evaporated in vacuo to yield 19.6 g of the title compound as a viscous oil. 1H NMR (300 MHz, CDCl3): δ8.85 (s, 1H), 8.08 (s,1H), 7.59-7.00 (m, 11H), 4.25 (m,2H), 2.18 (s,3H), 1.23 (t,3H).

1. temperaturecooled to -60° C
2. customat 59°-60° C.
3. customfor 1.25 h
4. temperaturethe reaction mixture was cooled to -5° C
5. additionthe temperature dropped to -8° C
6. customThe aqueous layer was separated
7. extractionextracted one time with 15 mL of toluene
8. washwashed with cold water (2 times with 25 mL)
9. dry with materialdried (MgSO4)
10. filtrationfiltered
11. customevaporated in vacuo

ORD-Eintrag

ord-a71173dd1f1f4e23b635a9b145ddd388

Quelldatensatz

uspto-grants-1996_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05552554