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Dopamine Hydrochloride → HCID 70505289, Verbindung

HRID 543730
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 543730
Cl.[OH:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[OH:12])[CH2:6][CH2:7][NH2:8].C([O:15][CH:16]([O:29]CC)[CH2:17][NH:18][C:19]([O:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:20])C>C(O)CCC.O>[C:16]([OH:29])(=[O:15])[CH3:17].[CH2:22]([O:21][C:19]([NH:18][CH2:17][CH:16]1[C:9]2[C:5](=[CH:4][C:3]([OH:2])=[C:11]([OH:12])[CH:10]=2)[CH2:6][CH2:7][NH:8]1)=[O:20])[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 65340Dopamine HydrochlorideHCID 292521Benzyl 2,2-diethoxyethylcarbamate

Produkt 1

HCID 70505289HCID 70505289, VerbindungAusbeute 41,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 2631-ButanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 3,4-dihydroxyphenethylamine hydrochloride (2.17 g) and N-benzyloxycarbonylaminoacetaldehyde diethyl acetal (4.0 g) in a mixture of n-butyl alcohol (20 ml) and water (3.5 ml) was refluxed for 4.5 hours. After the reaction, the solvent was distilled off under reduced pressure. To the residue were added water (15 ml) and sodium acetate. A precipitating oil was separated from the aqueous layer and chloroform was added thereto. The mixture was allowed to stand to give crystals. The crystals were collected by filtration, washed with chloroform and recrystallized twice from a mixture of methanol and ether to give 1(N-benzyloxycarbonylaminomethyl)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline acetate (1.2 g), mp 158° to 162° C. (dec).

Aufarbeitung

  1. temperaturewas refluxed for 4.5 hours
  2. customAfter the reaction
  3. distillationthe solvent was distilled off under reduced pressure
  4. additionTo the residue were added water (15 ml) and sodium acetate
  5. customA precipitating oil was separated from the aqueous layer and chloroform
  6. additionwas added
  7. customto give crystals
  8. filtrationThe crystals were collected by filtration
  9. washwashed with chloroform
  10. customrecrystallized twice from a mixture of methanol and ether

Quellen und Nachweise

ORD-Eintrag
ord-72dd53aaed28448c9852ab00b2016ce1
Quelldatensatz
uspto-grants-1984_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04447436

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