Benzyl Bromide → alpha,alpha-Dimethyl-2-(phenylmethoxy)-benzeneacetamide

HRID 337070

Reaktionsgleichung

Reaktionsgleichung von HRID 337070
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([CH3:13])([CH3:12])[C:9]([NH2:11])=[O:10].C(=O)([O-])[O-].[K+].[K+].[CH2:20](Br)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CN(C=O)C.O>[CH3:12][C:8]([CH3:13])([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[O:1][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:9]([NH2:11])=[O:10]

Komponenten

6

Edukt 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 866632482-Hydroxy-alpha,alpha-dimethyl-benzeneacetamide

Produkt 1

HCID 66689021alpha,alpha-Dimethyl-2-(phenylmethoxy)-benzeneacetamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

A solution of 2-hydroxy-α,α-dimethyl-benzeneacetamide (Example 198b, 15.34 g) dissolved in DMF (150 mL) was treated with potassium carbonate (11.83 g) and benzyl bromide (10.18 mL) under nitrogen. The resulting mixture was stirred at 25° C. for 16 h. The reaction mixture was diluted with water (500 mL) and stirred for 30 min. The solid was filtered off and washed with water and dried in vacuo to afford the subtitle compound (19.45 g).

Aufarbeitung

  1. stirringstirred for 30 min
  2. filtrationThe solid was filtered off
  3. washwashed with water
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-976b9319305b4655bbc10dcbf9298c34
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08889692B2

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