1.2- dimethoxy-1-phenyl

These groups are readily cleaved with Ph3C BF, 0°, 6 min, 90% yield 0°, 15 min, 90% yield. It should also be possible to cleave these carbonates with DDQ like the corresponding methoxy- and dimethoxy phenyl methyl ethers. 

Polyphosphoric acid in cyclization of ethyl a-acetyl-/3-(2,3-dimethoxy-phenyl)propionate to 6,7-dimeth-oxy-3-methylindene-2-carboxyl-ate, 40, 43... 

Auf ahnliche Weise wird Tris-[2,6-dimethoxy-phenyl]-methan (95% d. Th.) aus dem entsprechenden Carbinol erhalten1. 

Acetylchlorid 282, 675 (2-Nitro-3,4-dimethoxy-phenyl)- 788 Phenyl- 189 Trichlor- 186 Trifluor- 186, 188... 

Nitro-3,4-dimethoxy-phenyl)- 188 2-Nitro-l-(2-hydroxylamino-phenyl)- 694 2-Nitro-l-(2-nitro-phenyl)- 694... 

Propansanre 376, 634 Magnesiumsalz 173 2-Acetamino- -iithylester 212 2-Acetamino-3-(3,4-dimethoxy-phenyl)- -athyl-ester 212... 

The Jacobson thioanilide radical cyclization chemistry has been extensively used for the synthesis of benzothiazoles as shown by the preparation of 4-fluoro-2-(3,4-dimethoxy-phenyl)benzothiazole 47 <06JMC179>. The harsh reaction conditions (K3Fe(CN)6, NaOH,... 

Ethyl a-ACETYL-/3-(2,3-DiMETHOXY-phenyl)propionate, 31, 56 Ethyl a-acetyl-/3-(3,4-dimethoxyphenyl)-propionate, 31, 58... 

Af-Ethyl-iV-(2,5-dimethoxy phenyl)aminomethylenemalonate was treated with phosphoryl chloride in boiling chloroform for 3 hr, to give ethyl 1-ethyl-5,8-dimethoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate in 69% yield (82HCA2645). 

Verapamil Verapamil, 5-[(3,4-dimethoxyphenethyl)methylamino]-2-(3,4-dimethoxy-phenyl)isopropylvaleronitrile (19.3.15), is synthesized by a scheme nsing 3,4-dimethoxyphenylacetonitrile as the initial snbstance. The synthesis of the final prodnct (19.3.15) is accomplished by alkylating 2-(3.4-dimethoxyphenyl)-3-methylbntyronitrile (19.3.11) with V-[2-(3,4-dimethoxyphenyl)-ethyl]-iV-3-(chloropropyl)-iV-methylamine... 

The acid-catalyzed cyclization of properly substituted aminoacetaldehyde dialkyl acetals was shown to be a suitable method in the construction of a homo-isopavine (Scheme 39) (132a,172). Treatment of 7V-[l,3-bis(3,4-dimethoxy-phenyl)propyl]aminoacetaldehyde dimethyl acetal (175) with concentrated hydrochloric acid afforded the 7V-norhomoisopavine 176 in 39% yield. This cyclization was also accompanied by some O-demethylation. Product 176 could be readily N-methylated using formaldehyde and sodium borohydride to afford the homoisopavine ( )-177 (772). 

Cyclohexene, ds-3- (3-4-dimethoxy phenyl)-4-(trans-3-4-dimethoxy styryl) Rh 50.6" ° Cyclohexene, trans-3-(2-4-5-trimethoxy phenyl)-4-(trans-3-4-dimethoxy styryl) Rh 13.9" ° ... 

Hep tan-3 -one, 5 -hydroxy-1 - (4-hydroxy-3 -5-dimethoxy-phenyl)-7-(4-hydroxy-3-methoxy-phenyl) Rh 0.52"°°"°... 

Heptane, l 5-epoxy 3 hydroxy-1 (4-dihy-droxy-3-5-dimethoxy-phenyl)-7-(4-hy-droxy-3-methoxy-phenyl) ... 

Heptane, 2(R)-5(S)-dihydroxy-l 7-bis- (4-hy-droxy 3-methoxy-phenyl) Rh 0.00056% Heptane, 2-2-4-trimethyl Rh Heptane, 3(S)-5(S)-diacetoxy-l-(4 -hy-droxy-3 -5 -dimethoxy-phenyl) 7-(4"-hy-droxy-3 -methoxy-phenyl) Rh 20 ° Heptane, 3(S)-5(S)-diacetoxy-l-7-te-(3-4-dihydroxy-phenyl) Rh 15.7 ° ... 

Dimethoxy-phenyl)-l,2,4-oxadiazol172 In einem Gemisch von 70 ml Eisessig und 70 ml 1,4-Dioxan werden 9,2 g (41 mmol) Ameisensaure-(3,5-dimethoxy-benzoylamid)-hydroximid 1 h auf 90° erhitzt. Nach dcm Abkiihlen auf 20c verdiinnt man mit 140 m/ Wasser, laDt 2h im Eisbad stehen und filtricrt das aus-gefallene Produkt ab Ausbeute 7.0 g (83%) Schmp. 108-109". 

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