Toluene → 2-(4-(4-(4-(Hydroxydiphenylmethyl)piperidin-1-yl)butanoyl)phenyl)-2-methylpropanoic acid

HRID 227597Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 227597
Cl[CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([C:13]([CH3:18])([CH3:17])[C:14]([OH:16])=[O:15])=[CH:9][CH:8]=1)=[O:6].[N:19]1(CO)[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1.[C:27]([O-:30])([O-])=O.[K+].[K+].[C:33]1(C)[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>>[OH:30][C:27]([C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1)([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH:22]1[CH2:21][CH2:20][N:19]([CH2:2][CH2:3][CH2:4][C:5]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([CH3:18])([CH3:17])[C:14]([OH:16])=[O:15])=[CH:9][CH:8]=2)=[O:6])[CH2:24][CH2:23]1

Komponenten

5

Edukt 4

HCID 1140TolueneHCID 11430Potassium CarbonateHCID 446909Piperidin-1-ylmethanolHCID 109235672-(4-(4-Chlorobutanoyl)phenyl)-2-methylpropanoic acid

Produkt 1

HCID 99356992-(4-(4-(4-(Hydroxydiphenylmethyl)piperidin-1-yl)butanoyl)phenyl)-2-methylpropanoic acid

Versuchsvorschrift

A mixture of 800 mg of 4-(4-chloro-1-oxobutyl)-α,α-dimethylphenylacetic acid, prepared in accordance with Example 4, 800 mg of 4-α,α-diphenyl)piperidinemethanol, and 2.4 g of K2CO3 in 25 mL of toluene is stirred for 48 hours at room temperature. The mixture is concentrated in vacuo. The residue is treated with EtOAc, filtered, and concentrated to afford 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-oxobutyl]-α,α-dimethylphenylacetic acid.

Aufarbeitung

  1. concentrationThe mixture is concentrated in vacuo
  2. additionThe residue is treated with EtOAc
  3. filtrationfiltered
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-4b1c7d2bdf53448db2d485e81f802f5e
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07560561B2

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