Hydrochloric Acid → Methyl 4-amino-4-(2,6-dimethoxyphenyl)butanoate

HRID 594336Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 594336
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[C:4]=1[CH:11]([NH:18]S(C(C)(C)C)=O)[CH2:12][CH2:13][C:14]([O:16][CH3:17])=[O:15].Cl.O1CCOCC1>CO>[NH2:18][CH:11]([C:4]1[C:5]([O:9][CH3:10])=[CH:6][CH:7]=[CH:8][C:3]=1[O:2][CH3:1])[CH2:12][CH2:13][C:14]([O:16][CH3:17])=[O:15]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 69084999Methyl 4-(2,6-dimethoxyphenyl)-4-(1,1-dimethylethylsulfinamido)butanoate

Produkt 1

HCID 69082397Methyl 4-amino-4-(2,6-dimethoxyphenyl)butanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A cooled (0° C.) solution of methyl 4-(2,6-dimethoxyphenyl)-4-(1,1-dimethylethylsulfinamido)butanoate (7.750 g; 21.68 mmol) in MeOH (70 ml) was treated dropwise with a solution of 4 M HCl in 1,4-dioxane (10.9 ml; 43.60 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 yellow oily residue was further dried under HV to give the chlorhydrate salt of methyl 4-amino-4-(2,6-dimethoxyphenyl)butanoate as a dark-yellow/brown oil. LC-MS (conditions A): tR=0.45 min.; [M+H]+: 254.40 g/mol.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-e43652e05fa94043889ce11c3aa0ac58
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09242970B2

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