Dimethylformamide → {4-[(1,5-Dimethylhexyl)oxy]butyl}-1,3-dioxolane

Sodium hydride (60% dispersion in mineral oil, 0.83 g, 20 mmol) and dimethylformamide (70 mL) were charged to a 250 mL three necked flask fitted with thermocouple, magnetic stirrer, condenser and dropping funnel. To the reaction mixture was added dropwise over 10 minutes 6-methylheptan-2-ol (2.77 g, 21 mmol). The reaction mixture was stirred at room temperature for 90 minutes then water (10 mL) was added. The reaction mixture was poured into water (100 mL), extracted with methyltert-butyl ether (2×100 mL), the combined organic phase dried over magnesium sulphate and the solvent removed in vacuo. The pale yellow oil was chromatographed over silica gel to yield 2-{4-[(1,5-dimethylhexyl) oxy]butyl}-1,3-dioxolane as a colourless oil (1.4 g, 73% pure by GC RPA, 3.9 mmol, chemical yield 19%).

1. customfitted with thermocouple, magnetic stirrer, condenser
2. extractionextracted with methyltert-butyl ether (2×100 mL)
3. dry with materialthe combined organic phase dried over magnesium sulphate
4. customthe solvent removed in vacuo
5. customThe pale yellow oil was chromatographed over silica gel

ORDレコード

ord-96543556ab9b474d9c1a8f42a558083f

出典データセット

uspto-grants-2012_01

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08088725B2