Benzenemethanol, alpha-(1-aminoethyl)-4-hydroxy-, hydrochloride (1:1) → t-Butyl 4-[-2-(beta-hydroxy-alpha-methyl-4-hydroxyphenethylamino)ethyl]phenoxyacetate

HRID 458503

Reaktionsgleichung

Reaktionsgleichung von HRID 458503
[CH:1]([CH2:3][C:4]1[CH:18]=[CH:17][C:7]([O:8][CH2:9][C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])=[CH:6][CH:5]=1)=O.Cl.[NH2:20][CH:21]([CH:23]([OH:31])[C:24]1[CH:29]=[CH:28][C:27]([OH:30])=[CH:26][CH:25]=1)[CH3:22]>>[OH:31][CH:23]([C:24]1[CH:25]=[CH:26][C:27]([OH:30])=[CH:28][CH:29]=1)[CH:21]([NH:20][CH2:1][CH2:3][C:4]1[CH:18]=[CH:17][C:7]([O:8][CH2:9][C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])=[CH:6][CH:5]=1)[CH3:22]

Komponenten

3

Edukt 2

HCID 518687Benzenemethanol, alpha-(1-aminoethyl)-4-hydroxy-, hydrochloride (1:1)HCID 23119601tert-Butyl 4-[formylmethyl]phenoxyacetate

Produkt 1

HCID 23119604t-Butyl 4-[-2-(beta-hydroxy-alpha-methyl-4-hydroxyphenethylamino)ethyl]phenoxyacetateAusbeute 51 %

Versuchsvorschrift

The ester 20 was prepared by condensation of tert-butyl 4-[formylmethyl]phenoxyacetate (10.0 g, 0.04 mole) with α-(1-aminoethyl)-4-hydroxybenzyl alcohol 13 (8.2 g, 0.04 mole) using the same method as described for the preparation of 5, 8, and 16. The ester 20 (8.18 g, 51%) was obtained as a yellow oil.

Aufarbeitung

  1. customas described for the preparation of 5, 8, and 16

Quellen und Nachweise

ORD-Eintrag
ord-cc089811c58348209f02910b512b30ec
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07192722B2

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