Methyl 4-iodosalicylate → Methyl 2-hydroxy-4-[3-hydroxy-3-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthyl)-1-propynyl]benzoate

HRID 1275511Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1275511
[C:1]([CH:3]([C:5]1[C:14]([CH3:15])=[CH:13][C:12]2[C:11]([CH3:17])([CH3:16])[CH2:10][CH2:9][C:8]([CH3:19])([CH3:18])[C:7]=2[CH:6]=1)[OH:4])#[CH:2].[OH:20][C:21]1[CH:30]=[C:29](I)[CH:28]=[CH:27][C:22]=1[C:23]([O:25][CH3:26])=[O:24]>>[OH:20][C:21]1[CH:30]=[C:29]([C:2]#[C:1][CH:3]([OH:4])[C:5]2[C:14]([CH3:15])=[CH:13][C:12]3[C:11]([CH3:17])([CH3:16])[CH2:10][CH2:9][C:8]([CH3:19])([CH3:18])[C:7]=3[CH:6]=2)[CH:28]=[CH:27][C:22]=1[C:23]([O:25][CH3:26])=[O:24]

Komponenten

3

Edukt 2

HCID 11380407Methyl 4-iodosalicylateHCID 22361502alpha-Ethynyl-5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenemethanol

Produkt 1

HCID 22619429Methyl 2-hydroxy-4-[3-hydroxy-3-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthyl)-1-propynyl]benzoateAusbeute 36,4 %

Versuchsvorschrift

Following the basic procedure of Example 11(d), by reacting 1.28 g (5 mmol) of α-ethynyl-5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenemethanol [prepared in Example 37(d)] with 1.5 g (5.5 mmol) of methyl 2-hydroxy-4-iodobenzoate, 739 mg (36%) of the expected compound, with a melting point of 112°-113° C., were obtained.

Quellen und Nachweise

ORD-Eintrag
ord-83f53c638399404e89f83296e1a4596b
Quelldatensatz
uspto-grants-2000_12
Patentnummer
US06162445

Notizen zur Reaktion

Wird geladen…