Trifluoroacetic acid → 4-(4-{1-Ethyl-1-[3-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propyl}-2-methyl-phenyl)-1,1,1-trifluoro-2-trifluoromethyl-3-butyn-2-ol

HRID 546853Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 546853
FC(F)(F)C(O)=O.[CH2:8]([C:10]([C:35]1[CH:40]=[CH:39][C:38]([B:41]2[O:45][C:44]([CH3:47])([CH3:46])[C:43]([CH3:49])([CH3:48])[O:42]2)=[C:37]([CH3:50])[CH:36]=1)([C:13]1[CH:18]=[CH:17][C:16]([C:19]#[C:20][C:21]([O:30]COC)([C:26]([F:29])([F:28])[F:27])[C:22]([F:25])([F:24])[F:23])=[C:15]([CH3:34])[CH:14]=1)[CH2:11][CH3:12])[CH3:9]>ClCCl>[CH2:8]([C:10]([C:13]1[CH:18]=[CH:17][C:16]([C:19]#[C:20][C:21]([C:22]([F:25])([F:23])[F:24])([OH:30])[C:26]([F:28])([F:27])[F:29])=[C:15]([CH3:34])[CH:14]=1)([C:35]1[CH:40]=[CH:39][C:38]([B:41]2[O:45][C:44]([CH3:46])([CH3:47])[C:43]([CH3:48])([CH3:49])[O:42]2)=[C:37]([CH3:50])[CH:36]=1)[CH2:11][CH3:12])[CH3:9]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 577089482-(4-{1-Ethyl-1-[3-methyl-4-(4,4,4-trifluoro-3-methoxymethoxy-3-trifluoromethyl-1-butynyl)-phenyl]-propyl}-2-methyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

Produkt 1

HCID 577092074-(4-{1-Ethyl-1-[3-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propyl}-2-methyl-phenyl)-1,1,1-trifluoro-2-trifluoromethyl-3-butyn-2-olAusbeute 54 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Trifluoroacetic acid (0.8 mL) was added to a solution of 2-(4-{1-ethyl-1-[3-methyl-4-(4,4,4-trifluoro-3-methoxymethoxy-3-trifluoromethyl-1-butynyl)-phenyl]-propyl}-2-methyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (Example 25-(4); 284 mg, 0.464 mmol) in dichloromethane (4 mL) in a nitrogen atmosphere at room temperature, and the mixture was stirred at room temperature for six hours. Then, the reaction mixture was concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (hexane:ethyl acetate=100:0 to 70:30) to give the target product as a colorless oil (142 mg, 54%).

Aufarbeitung

  1. concentrationThen, the reaction mixture was concentrated under reduced pressure
  2. customThe resulting residue was purified by silica gel chromatography (hexane:ethyl acetate=100:0 to 70:30)

Quellen und Nachweise

ORD-Eintrag
ord-9477e6b3dcf64178be98fa064bb7aa15
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07935688B2

Notizen zur Reaktion

Wird geladen…