Azobisisobutyronitrile → 2-(3-(Bromomethyl)-4-methoxyphenyl)acetic acid

HRID 1617230Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1617230
C1C(=O)N([Br:8])C(=O)C1.CC(N=NC(C#N)(C)C)(C#N)C.[CH3:21][O:22][C:23]1[CH:28]=[CH:27][C:26]([CH2:29][C:30]([OH:32])=[O:31])=[CH:25][C:24]=1[CH3:33]>CCOC(C)=O>[Br:8][CH2:33][C:24]1[CH:25]=[C:26]([CH2:29][C:30]([OH:32])=[O:31])[CH:27]=[CH:28][C:23]=1[O:22][CH3:21]

Komponenten

5

Edukt 3

HCID 6547Azobisisobutyronitrile2×HCID 67184N-bromobutanimideHCID 1382764-Methoxy-3-methylphenylacetic acid

Produkt 1

HCID 671652482-(3-(Bromomethyl)-4-methoxyphenyl)acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel2×

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

NBS (2.72 g) and AIBN (0.136 g) were added in one portion to a solution of 2-(4-methoxy-3-methylphenyl)acetic acid (2.99 g) in EtOAc (50 ml) and stirred at 80° C. for 2 h. Another portion of AIBN (0.136 g) was added and the suspension stirred for a further 2 h. The reaction mixture was diluted with EtOAc, washed with sat. sodium thiosulfate solution, 2M HCl, water, and sat. brine. The organic phase was dried, filtered and evaporated to afford the subtitle compound, 4.10 g.

Aufarbeitung

  1. stirringthe suspension stirred for a further 2 h
  2. washwashed with sat. sodium thiosulfate solution, 2M HCl, water, and sat. brine
  3. customThe organic phase was dried
  4. filtrationfiltered
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-7abccc1c5f6e4381a16595b303b6bfba
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08765939B2

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