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Volumn , Issue 16, 2008, Pages 2429-2432

Novel and highly regioselective Friedel-Crafts alkylation of 3,5-dimethoxyaniline using an aldehyde and triethylsilane as reducing agent

Author keywords

Activated aniline; Friedel Crafts alkylation; Nucleophilic; Regioselective; Triethylsilane

Indexed keywords

ALDEHYDE; ALDEHYDE DERIVATIVE; ANILINE DERIVATIVE; AROMATIC COMPOUND; LEWIS ACID; SILANE DERIVATIVE; TRIFLUOROACETIC ACID;

EID: 54149090235     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2008-1078207     Document Type: Article
Times cited : (7)

References (11)
  • 11
    • 54149087410 scopus 로고    scopus 로고
    • Representative Procedure for the Synthesis of 2a To a mixture of 4-bromobenzaldehyde (10 g, 0.054 mol) and 3,5-dimethoxyaniline (8.26 g, 0.054 mol) in CH2Cl2 (60 mL) was added TFA (12.30 g, 0.108 mol, and the mixture was stirred at r.t. for 10 min. To this was added TES (12.5 g, 0.108 mol) in drops over a period of 10 min, and the reaction was stirred at r.t. for additional 2 h. The completion of reaction was confirmed by TLC (2% MeOH in CH2Cl2, The solvent was removed under vacuum and the residue was diluted with H2O (50 mL) and washed with hexane (2 x 50 mL, The aqueous phase was basified with sat. aq solution of NaHCO 3 and extracted with CH2Cl2 (2 x 100 mL, The combined organic phase was washed with H2O (1 x 100 mL, brine (1 x 50 mL, and dried over Na2SO4. The solvent was removed under vacuum to afford 16 g (93, of 4-(4-bromobenzyl)-3,5- dimethoxyan
    • 2: C, 55.92; H, 5.01, N, 4.35. Found: C, 55.99; H, 5.05, N, 4.28.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.