Sulfuric Acid → 16-Methyloctadecanoic acid

To a four-necked 50 mL of flask equipped with a refluxing condenser tube, a 10 mL of dropping funnel, a magnetic stirrer and a temperature sensor, 15-bromopentadecanoic acid of 1.01 g (3.14 mmol) and 18-crown-6 of 823.3 mg (1.0 eq) were added and dried under reduced pressure. Under argon atmosphere, copper bromide (I) of 13.3 mg (0.03 eq) and anhydrous tetrahydrofuran of 6 mL were added to dissolve the materials. At room temperature, sec-butyl magnesium bromide of 7.85 mL (2.5 eq, 1.0M tetrahydrofuran solution) was added dropwise thereto over thirty minutes. After stirring for one hour, 5 mL of 6N aqueous sulfuric acid solution was added and the extraction was carried out by using 10 mL of hexane. After washing twice with 10 mL ion exchange water, the mixture was dried over magnesium sulfate. After the filtration, the crude product (0.84 g) was obtained by concentration under reduced pressure.

1. customTo a four-necked 50 mL of flask equipped with a refluxing condenser tube
2. customdried under reduced pressure
3. additionUnder argon atmosphere, copper bromide (I) of 13.3 mg (0.03 eq) and anhydrous tetrahydrofuran of 6 mL were added
4. dissolutionto dissolve the materials
5. waitover thirty minutes
6. extractionthe extraction
7. washAfter washing twice with 10 mL ion exchange water
8. dry with materialthe mixture was dried over magnesium sulfate
9. filtrationAfter the filtration

ORDレコード

ord-a30eb28b49754765a39b88bdde7aebeb

出典データセット

uspto-grants-2012_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08283482B2