1-Octanol → HCID 19743089, compound

Participants

Reaction Steps

5-Oxatridecanoic acid (O5, C13)--n-Octanol [CH3 (CH2)7OH, 8.0 g, 61.43 mmol] and 4-bromobutyronitrile [Br(CH2)3CN, 9.09 g, 61.43 mmol] were added to a solution of NaOH (50% aqueous, 50 mL), benzene (50 mL) and Bu4NHSO4 (2.61 g, 7.68 mmol). The mixture was stirred for 3 days at room temp. Water (50 mL) was added and then the mixture was extracted with ethyl acetate (4×60 mL), washed with water (2×40 mL) dried over Na2SO4 and distilled (Kugelrohr) to yield 5-oxatridecanonitrile (1.90 g, 16%) as a colorless oil that was used directly in the subsequent reaction.

Provenance & Evidence