Hydrochloric Acid → N-(2,2-Diphenylethyl)-N-(2-chloro-3-trifluoromethylbenzyl)-2,2-dimethyl-3-(3-aminopropoxy)phenylpropionic Acid

HRID 902714Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 902714
[C:1]1([CH:7]([C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)[CH2:8][N:9]([CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([C:35]([F:38])([F:37])[F:36])[C:30]=2[Cl:39])[CH2:10][CH2:11][CH2:12][O:13][C:14]2[C:15]([CH3:27])([CH3:26])[CH:16]([CH:20]([CH3:25])[C:21]([O:23]C)=[O:22])[CH:17]=[CH:18][CH:19]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl>CO.O.[OH-].[Na+]>[C:1]1([CH:7]([C:40]2[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=2)[CH2:8][N:9]([CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([C:35]([F:36])([F:37])[F:38])[C:30]=2[Cl:39])[CH2:10][CH2:11][CH2:12][O:13][C:14]2[C:15]([CH3:26])([CH3:27])[CH:16]([CH:20]([CH3:25])[C:21]([OH:23])=[O:22])[CH:17]=[CH:18][CH:19]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

6

Edukt 2

HCID 313Hydrochloric AcidHCID 68863259methyl N-(2,2-diphenylethyl)-N-(2-chloro-3-trifluoromethylbenzyl)-2,2-dimethyl-3-(3-aminopropoxy)phenylpropionate

Produkt 1

HCID 68864466N-(2,2-Diphenylethyl)-N-(2-chloro-3-trifluoromethylbenzyl)-2,2-dimethyl-3-(3-aminopropoxy)phenylpropionic AcidAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel2×HCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

A solution of methyl N-(2,2-diphenylethyl)-N-(2-chloro-3-trifluoromethylbenzyl)-2,2-dimethyl-3-(3-aminopropoxy)phenylpropionate (195 mg, 0.3 mmole) in 10 mL of MeOH, 1 mL of H2O and 2 mL 2.5N NaOH was refluxed for 5 hours. The reaction was cooled, diluted with H2O and acidified with 3N HCl to pH 5.1. The mixture was extracted with EtOAc, the extracts were washed with H2O, dried and evaporated, and gave the titled compound, 172 mg (92% yield). MS (ESI) 625 (MH+).

Aufarbeitung

  1. temperatureThe reaction was cooled
  2. extractionThe mixture was extracted with EtOAc
  3. washthe extracts were washed with H2O
  4. customdried
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-2ba39fd97d1e414cb3bbbd6b5ed9e97b
Quelldatensatz
uspto-grants-2008_04
Patentnummer
US07365085B2

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