Methyl 4-acetylamino-5-bromo-3-(3,3-dimethyl-1-butynyl)salicylate → Methyl 4-acetylamino-5-bromo-2-tert-butyl-1-benzofuran-7-carboxylate

HRID 17540

Reaktionsgleichung

Reaktionsgleichung von HRID 17540
[C:1]([NH:4][C:5]1[C:6]([C:17]#[C:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[C:7]([OH:16])[C:8](=[CH:13][C:14]=1[Br:15])[C:9]([O:11][CH3:12])=[O:10])(=[O:3])[CH3:2]>C(N(CC)CC)C.C1(C)C=CC=CC=1>[C:1]([NH:4][C:5]1[C:6]2[CH:17]=[C:18]([C:19]([CH3:22])([CH3:21])[CH3:20])[O:16][C:7]=2[C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:13][C:14]=1[Br:15])(=[O:3])[CH3:2]

Komponenten

4

Edukt 1

HCID 86630872Methyl 4-acetylamino-5-bromo-3-(3,3-dimethyl-1-butynyl)salicylate

Produkt 1

HCID 68584863Methyl 4-acetylamino-5-bromo-2-tert-butyl-1-benzofuran-7-carboxylateAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittelHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

Methyl 4-acetylamino-5-bromo-3-(3,3-dimethyl-1-butynyl)salicylate (I-250) (202 mg, 0.55 mmol) was dissolved in a mixed liquid of triethylamine (4 ml) and toluene (10 ml), and stirred with heating under reflux for 2 hours. After cooling to room temperature, the reaction liquid was concentrated under reduced pressure, the resulting residue was subjected to column chromatography, and the eluate with n-hexane/ethyl acetate (2:1) gave the entitled compound (165 mg, 82%) as a white solid.

Aufarbeitung

  1. temperaturewith heating
  2. temperatureunder reflux for 2 hours
  3. customthe reaction liquid
  4. concentrationwas concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-55858c32a3f64116b11ffbc9b52800ec
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737166B2

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