1-Propanol → 6-Hydroxy-5-propoxymethyl-3,4-dihydro-2H-naphthalen-1-one

Reaktionsgleichung

Cl[CH2:2][C:3]1[C:12]([OH:13])=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][CH2:7][C:8]2=[O:14].C(N(CC)CC)C.[CH2:22]([OH:25])[CH2:23][CH3:24]>>[OH:13][C:12]1[C:3]([CH2:2][O:25][CH2:22][CH2:23][CH3:24])=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:14])[CH2:7][CH2:6][CH2:5]2

Komponenten

Edukt 3

HCID 10311-Propanol

HCID 8471Triethylamine

HCID 123936195-(chloromethyl)-6-hydroxy-3,4-dihydro-1(2H)-naphthalenone

Produkt 1

HCID 223247446-Hydroxy-5-propoxymethyl-3,4-dihydro-2H-naphthalen-1-one

Versuchsvorschrift

According to step 1 in the method of example 19a, 5-Chloromethyl-6-hydroxy-3,4-dihydro-2H-naphthalen-1-one (0.211 g, 1.0 mmol) was combined with triethylamine (0.167 ml, 1.2 mmol) in propan-1-ol (3.0 ml, Aldrich Chemical) to produce 123 mg of desired product as yellow crystals. Low resolution mass spectrum (APCI) m/z 235 [M+H]+.

Quellen und Nachweise

ORD-Eintrag: ord-f919145c14de45fbaa47f8b0afc72226
Quelldatensatz: uspto-grants-2005_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06943183B2

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