Lithium hydroxide, monohydrate → 4-Iodocinnamic acid

HRID 1869823Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1869823
C([O:3][C:4](=[O:14])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([I:13])=[CH:9][CH:8]=1)C.O.[OH-].[Li+]>CO.O1CCCC1.O>[I:13][C:10]1[CH:9]=[CH:8][C:7]([CH:6]=[CH:5][C:4]([OH:14])=[O:3])=[CH:12][CH:11]=1

Komponenten

6

Edukt 2

HCID 168937Lithium hydroxide, monohydrateHCID 541932622-Propenoic acid, 3-(4-iodophenyl)-, ethyl ester

Produkt 1

HCID 35997884-Iodocinnamic acidAusbeute 100,8 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of ethyl-4-iodo-cinnamate (3.2 g, 10.5 mmol) in methanol (25 mL), tetrahydrofuran (25 mL) and water (15 mL) was treated with lithium hydroxide monohydrate (4.2 g, 100 mmol) and the resulting reaction mixture was stirred at ambient temperature over 2 days. The volatiles were evaporated in vacuo and the residue was neutralized with saturated aqueous ammonium chloride solution. The precipitated solid was filtered, washed with water and hexane and dried to afford the title product as a white solid (2.9 g, 91%). It was used as such for the next step.

Aufarbeitung

  1. customthe resulting reaction mixture
  2. customThe volatiles were evaporated in vacuo
  3. filtrationThe precipitated solid was filtered
  4. washwashed with water and hexane
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-f29ffa59d5a748d191146d29d8fe69aa
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07638648B2

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