Potassium Hydroxide → 3-[3-(8-Isopropyl-2,2,4,4-tetramethyl-chroman-6-ylethynyl)-phenyl]-acrylic acid

HRID 2377351Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2377351
C([O:3][C:4](=[O:32])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13]#[C:14][C:15]2[CH:16]=[C:17]3[C:22](=[C:23]([CH:25]([CH3:27])[CH3:26])[CH:24]=2)[O:21][C:20]([CH3:29])([CH3:28])[CH2:19][C:18]3([CH3:31])[CH3:30])[CH:8]=1)C.[OH-].[K+]>C(O)C.O1CCCC1>[CH:25]([C:23]1[CH:24]=[C:15]([C:14]#[C:13][C:9]2[CH:8]=[C:7]([CH:6]=[CH:5][C:4]([OH:32])=[O:3])[CH:12]=[CH:11][CH:10]=2)[CH:16]=[C:17]2[C:22]=1[O:21][C:20]([CH3:28])([CH3:29])[CH2:19][C:18]2([CH3:31])[CH3:30])([CH3:27])[CH3:26]

Komponenten

5

Edukt 2

HCID 14797Potassium HydroxideHCID 690717073-[3-(8-Isopropyl-2,2,4,4-tetramethyl-chroman-6-ylethynyl)phenyl]-acrylic acid ethyl ester2×

Produkt 1

HCID 690741973-[3-(8-Isopropyl-2,2,4,4-tetramethyl-chroman-6-ylethynyl)-phenyl]-acrylic acidAusbeute 68,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 3-[3-(8-isopropyl-2,2,4,4-tetramethyl-chroman-6-ylethynyl)-phenyl]-acrylic acid ethyl ester (Intermediate 33, 0.058 g, 0.13 mmol) in ethanol (2 mL) and tetrahydrofuran (2 mL) was treated with a 5N solution of potassium hydroxide (2 mL, 10 mmol) and the reaction mixture was stired at ambient temperature overnight. The volatiles were evaporated in vacuo, the residue was neutralized with dilute hydrochloric acid and extracted with ethyl acetate. The organic phase was washed with water and brine, dried over anhydrous magnesium sulfate and evaporated to afford the title compound (0.036 g, 66%).

Aufarbeitung

  1. customThe volatiles were evaporated in vacuo
  2. extractionextracted with ethyl acetate
  3. washThe organic phase was washed with water and brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-e6f58293c0d8493a9a2ef9a8fc8fa18c
Quelldatensatz
uspto-grants-2008_12
Patentnummer
US07468391B2

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