Hydrochloric Acid → Methyl 5-amino-5-(2,6-dimethoxyphenyl)pentanoate

HRID 594331

Reaktionsgleichung

Reaktionsgleichung von HRID 594331
[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:19]S(C(C)(C)C)=O)[CH2:12][CH2:13][CH2:14][C:15]([O:17][CH3:18])=[O:16].Cl.O1CCOCC1>CO>[NH2:19][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][CH2:14][C:15]([O:17][CH3:18])=[O:16]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 69084590Methyl 5-(2,6-dimethoxyphenyl)-5-(1,1-dimethylethylsulfinamido)pentanoate

Produkt 1

HCID 69082713Methyl 5-amino-5-(2,6-dimethoxyphenyl)pentanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A cooled (0° C.) slightly yellow solution of methyl 5-(2,6-dimethoxyphenyl)-5-(1,1-dimethylethylsulfinamido)pentanoate (5.560 g; 14.96 mmol) in MeOH (115 ml) was treated dropwise with a solution of 4 M HCl in 1,4-dioxane (7.5 ml; 30.00 mmol). The resulting yellow mixture was further stirred at 0° C., under nitrogen, for 10 min., and then at rt for 1 h. The obtained yellow solution 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 5-amino-5-(2,6-dimethoxyphenyl)pentanoate as a yellow oil. LC-MS (conditions B): tR=0.73 min.; [M+H]+: 268.01 g/mol.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-01f3c72cada7453eb3e5c5e30831863d
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09242970B2

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