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Volumn 52, Issue 11, 2011, Pages 1213-1216

A simple and efficient large-scale synthesis of 3-hydroxyphthalans via oxa-Pictet-Spengler reaction catalyzed by nanosilica sulfuric acid

(6) Khorsandi, Zahra a Khosropour, Ahmad Reza a Mirkhani, Valiollah a Mohammadpoor Baltork, Iraj a Moghadam, Majid a Tangestaninejad, Shahram a

a UNIVERSITY OF ISFAHAN (Iran)

Author keywords

3 Hydroxybenzyl alcohol; Aryl aldehyde; Microwave irradiation; Nanosilica sulfuric acid; Oxa Pictet Spengler reaction; Phthalans

Indexed keywords

3 HYDROXYPHTHALAN DERIVATIVE; ALDEHYDE; BENZYL ALCOHOL; ISOBENZOFURAN DERIVATIVE; NANOPARTICLE; SILICON DIOXIDE; SULFURIC ACID; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; HEATING; LARGE SCALE PRODUCTION; MICROWAVE IRRADIATION; PICTET SPENGLER REACTION; POLYMERIZATION;

EID: 79751526107 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/j.tetlet.2011.01.037 Document Type: Article

Times cited : (28)

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- General procedure (Method A): Alcohol 1 (1 mmol) and aldehyde 2 (1.5 mmol) were taken in a mixture of NSSA (150 mg) and EtOH (0.1 ml) in a round-bottom flask. The reaction was stirred vigorously at 80 °C. After the reaction was complete (monitored by TLC) the mixture was filtered and concentrated under reduced pressure to leave a crude residue which was purified by silica gel column chromatography (EtOAc/hexane mixtures)
- General procedure (Method A): Alcohol 1 (1 mmol) and aldehyde 2 (1.5 mmol) were taken in a mixture of NSSA (150 mg) and EtOH (0.1 ml) in a round-bottom flask. The reaction was stirred vigorously at 80 °C. After the reaction was complete (monitored by TLC) the mixture was filtered and concentrated under reduced pressure to leave a crude residue which was purified by silica gel column chromatography (EtOAc/hexane mixtures).

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- note
- 4 (272.30): C, 70.58; H, 5.92. Found: C, 70.22; H, 6.07.

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