Hydrochloric Acid → 3-(4-Bromobenzoyl)propionic acid

HRID 82746

Reaktionsgleichung

Reaktionsgleichung von HRID 82746
[Cl-].[Cl-].[Cl-].[Al+3].[Br:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[C:12]1(=[O:18])[O:17][C:15](=[O:16])[CH2:14][CH2:13]1.Cl>ClCCl>[Br:5][C:6]1[CH:11]=[CH:10][C:9]([C:12](=[O:18])[CH2:13][CH2:14][C:15]([OH:17])=[O:16])=[CH:8][CH:7]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 7922Succinic anhydrideHCID 7961BromobenzeneHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 806463-(4-Bromobenzoyl)propionic acidAusbeute 85,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Anhydrous aluminum trichloride (29.1 g, 218 mmol) was suspended in dichloromethane (120 mL) and cooled to 0° C. Bromobenzene (35.1 g, 224 mmol) was added carefully. When the addition was complete, succinic anhydride (10.0 g, 100 mmol) was added in ten portions carefully. Then the mixture was warmed to room temperature and stirred for 4 h. TLC showed the reaction was complete, 6N HCl (50 mL) was added dropwise. The solid was filtered, washed with distilled water (10 mL×2) and dried in vacuo to afford A-1 as a white solid (22 g, yield 82%).

Aufarbeitung

  1. additionWhen the addition
  2. temperatureThen the mixture was warmed to room temperature
  3. filtrationThe solid was filtered
  4. washwashed with distilled water (10 mL×2)
  5. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d3a34d3823be4c5db6e84a2dd561fe86
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846736B2

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