Hydrochloric Acid → Methyl 5-([1,1'-biphenyl]-2-yl)-5-aminopentanoate

HRID 594351Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 594351
[C:1]1([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]([NH:15]S(C(C)(C)C)=O)[CH2:8][CH2:9][CH2:10][C:11]([O:13][CH3:14])=[O:12].Cl.O1CCOCC1>CO>[C:1]1([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]([NH2:15])[CH2:8][CH2:9][CH2:10][C:11]([O:13][CH3:14])=[O:12]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 69081687Methyl 5-([1,1'-biphenyl]-2-yl)-5-(1,1-dimethylethylsulfinamido)pentanoate

Produkt 1

HCID 69083690Methyl 5-([1,1'-biphenyl]-2-yl)-5-aminopentanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A cooled (0° C.) slightly yellow solution of methyl 5-([1,1′-biphenyl]-2-yl)-5-(1,1-dimethylethylsulfinamido)pentanoate (270 mg; 0.69 mmol) in MeOH (4 ml) was treated dropwise with a solution of 4 M HCl in 1,4-dioxane (0.35 ml; 1.40 mmol). The resulting yellow mixture was further stirred at 0° C., under nitrogen, for 10 min., and then at rt for 1 h. The reaction mixture was then concentrated to dryness under reduced pressure and the colorless solid residue was further dried under HV to give the chlorhydrate salt of methyl 5-([1,1′-biphenyl]-2-yl)-5-aminopentanoate as a colorless solid. LC-MS (conditions A): tR=0.57 min.; [M+H]+: 284.13 g/mol.

Aufarbeitung

  1. waitat rt for 1 h
  2. concentrationThe reaction mixture was then concentrated to dryness under reduced pressure
  3. customthe colorless solid residue was further dried under HV

Quellen und Nachweise

ORD-Eintrag
ord-0ee16f3b2d534657bb0830ae20c4630a
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09242970B2

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