2,3-dihydro-7-hydroxy-8-propyl-4H-1-benzopyran-4-one → [2-[5-[(3,4-Dihydro-4-oxo-8-propyl-2H-1-benzopyran-7-yl)oxy]pentyloxy]phenoxy]acetic Acid

HRID 327939Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 327939
[OH:1][C:2]1[CH:12]=[CH:11][C:5]2[C:6](=[O:10])[CH2:7][CH2:8][O:9][C:4]=2[C:3]=1[CH2:13][CH2:14][CH3:15].C[O:17][C:18](=[O:34])[CH2:19][O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[O:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]Br>C(O)(=O)C>[O:10]=[C:6]1[C:5]2[CH:11]=[CH:12][C:2]([O:1][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][O:27][C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=3[O:20][CH2:19][C:18]([OH:34])=[O:17])=[C:3]([CH2:13][CH2:14][CH3:15])[C:4]=2[O:9][CH2:8][CH2:7]1

Komponenten

4

Edukt 2

HCID 153182992,3-dihydro-7-hydroxy-8-propyl-4H-1-benzopyran-4-oneHCID 54229658[2-[(5-Bromopentyl)oxy]phenoxy]acetic acid methyl ester

Produkt 1

HCID 19922071[2-[5-[(3,4-Dihydro-4-oxo-8-propyl-2H-1-benzopyran-7-yl)oxy]pentyloxy]phenoxy]acetic Acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Using the procedure of example 4, [2-[5-[3,4-dihydro-4-oxo-8-propyl-2H-1-benzopyran-7-yl)oxy]pentyloxy]phenoxy]acetic acid was prepared in 72.3% overall yield starting from 0.31 g (1.5 mmol) of 2,3-dihydro-7-hydroxy-8-propyl-4H-1-benzopyran-4-one and 0.53 g (1.6 mmol) of [2-[(5-bromopentyl)oxy]phenoxy]acetic acid methyl ester, as a colorless solid, mp 98°-99° C., recrystallized from hexane-ethyl acetate.

Aufarbeitung

  1. customwas prepared in 72.3%
  2. customoverall yield
  3. customrecrystallized from hexane-ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-d2b455d5a88848a994c1005560c36481
Quelldatensatz
uspto-grants-1993_12
Patentnummer
US05273999

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