Water → 11-Azidoundecanoic acid

Crunched sodium hydroxide (709 mg, 17.7 mmol) was added to a solution of methyl 11-azidoundecanoate (4.03 g, 17.7 mmol) in methanol (75 ml). The reaction mixture was stirred for 16 h at room temperature. Water (50 ml) was added. The mixture was acidified to pH 2 by addition of a 10% aqueous solution of sodium hydrogensulphate and was extracted with ethyl acetate (3×50 ml). The combined organic layers were dried over sodium sulphate. The solvent was removed in vacuo. The residue was dissolved in methanol (50 ml). Crunched sodium hydroxide (1.42 g, 35.4 mmol) was added. The reaction mixture was stirred at room temperature for 16 h. Water (50 ml) was added. The mixture was acidified to pH 2 by addition of a 10% aqueous solution of sodium hydrogensulphate and was extracted with ethyl acetate (3×50 ml). The combined organic layers were dried over sodium sulphate. The solvent was removed in vacuo to give 3.13 g of 11-azidoundecanoic acid.

1. extractionwas extracted with ethyl acetate (3×50 ml)
2. dry with materialThe combined organic layers were dried over sodium sulphate
3. customThe solvent was removed in vacuo
4. dissolutionThe residue was dissolved in methanol (50 ml)
5. stirringThe reaction mixture was stirred at room temperature for 16 h
6. extractionwas extracted with ethyl acetate (3×50 ml)
7. dry with materialThe combined organic layers were dried over sodium sulphate
8. customThe solvent was removed in vacuo

ORD record

ord-c588001d083c45998c6a243e6796682d

Source dataset

uspto-grants-2009_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07524813B2