Benzene, 1-iodo-3-methoxy- → rac-3,4-Dihydro-2-[(3-methoxyphenyl)ethynyl]-2,5,7,8-tetramethyl-2H-1-benzopyran-6-ol

HRID 256839

Reaktionsgleichung

Reaktionsgleichung von HRID 256839
[C:1]([C:3]1([CH3:17])[CH2:8][CH2:7][C:6]2[C:9]([CH3:16])=[C:10]([OH:15])[C:11]([CH3:14])=[C:12]([CH3:13])[C:5]=2[O:4]1)#[CH:2].[CH3:18][O:19][C:20]1[CH:21]=[C:22](I)[CH:23]=[CH:24][CH:25]=1>>[CH3:18][O:19][C:20]1[CH:25]=[C:24]([C:2]#[C:1][C:3]2([CH3:17])[CH2:8][CH2:7][C:6]3[C:9]([CH3:16])=[C:10]([OH:15])[C:11]([CH3:14])=[C:12]([CH3:13])[C:5]=3[O:4]2)[CH:23]=[CH:22][CH:21]=1

Komponenten

3

Edukt 2

HCID 69839Benzene, 1-iodo-3-methoxy-HCID 14478563rac-3,4-dihydro-2-ethynyl-2,5,7,8-tetramethyl-2H-1-benzopyran-6ol

Produkt 1

HCID 15171825rac-3,4-Dihydro-2-[(3-methoxyphenyl)ethynyl]-2,5,7,8-tetramethyl-2H-1-benzopyran-6-ol

Versuchsvorschrift

Reaction of 1.15 g (5 mmol) of rac-3,4-dihydro-2-ethynyl-2,5,7,8-tetramethyl-2H-1-benzopyran-6-ol and 1.5 ml (12.5 mmol) of 3-methoxy-iodobenzene as described in Example 4 yielded after isolation by chromatography over 60 g of silica gel with methylene chloride and crystallization from ether/hexane 1.05 g (62.5%) of colorless crystals with m.p. 108°-112° C.

Aufarbeitung

  1. customyielded after isolation by chromatography over 60 g of silica gel
  2. customwith methylene chloride and crystallization from ether/hexane 1.05 g (62.5%) of colorless crystals with m.p. 108°-112° C.

Quellen und Nachweise

ORD-Eintrag
ord-9fafd0b6f115425fb0a408737ebd4208
Quelldatensatz
uspto-grants-1993_11
Patentnummer
US05260294

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