Potassium Hydroxide → 3-[4-(5-tert-Butyl-2-methyl-phenylethynyl)-phenyl]-acrylic acid

HRID 1869953Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1869953
C([O:3][C:4](=[O:26])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]#[C:14][C:15]2[CH:20]=[C:19]([C:21]([CH3:24])([CH3:23])[CH3:22])[CH:18]=[CH:17][C:16]=2[CH3:25])=[CH:9][CH:8]=1)C.[OH-].[K+]>C(O)C.O1CCCC1>[C:21]([C:19]1[CH:18]=[CH:17][C:16]([CH3:25])=[C:15]([C:14]#[C:13][C:10]2[CH:11]=[CH:12][C:7]([CH:6]=[CH:5][C:4]([OH:26])=[O:3])=[CH:8][CH:9]=2)[CH:20]=1)([CH3:24])([CH3:23])[CH3:22]

Komponenten

5

Edukt 2

HCID 14797Potassium HydroxideHCID 690739133-[4-(5-tert-Butyl-2-methyl-phenylethynyl)-phenyl]-acrylic acid ethyl ester2×

Produkt 1

HCID 690781133-[4-(5-tert-Butyl-2-methyl-phenylethynyl)-phenyl]-acrylic acidAusbeute 77,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 3-[4-(5-tert-butyl-2-methyl-phenylethynyl)-phenyl]-acrylic acid ethyl ester (Intermediate 111, 0.09 g, 0.26 mmol) in ethanol (3 mL) and tetrahydrofuran (3 mL) was treated with 3M potassium hydroxide solution (1 mL, 3 mmol) and the resulting reaction mixture was stirred overnight at ambient temperature. The reaction mixture was concentrated in vacuo slightly, the residue was neutralized with dilute hydrochloric acid, and the solid that was formed was filtered and washed with water and acetonitrile and dried to afford title product (0.064 g, 77%).

Aufarbeitung

  1. customthe resulting reaction mixture
  2. concentrationThe reaction mixture was concentrated in vacuo slightly
  3. customthe solid that was formed
  4. filtrationwas filtered
  5. washwashed with water and acetonitrile
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-6ce1953cc3364846b519d517b3f271b6
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07638648B2

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