1-Butanol → 3,4-Dibutoxy-3-cyclobutene

In a reactor flask purged with nitrogen gas, 1.4 g (2.0 mmol) of the compound No. 40 obtained in Example 2, 0.50 g (2.2 mmol) of 3,4-dibutoxy-3-cyclobutene, 4.0 g of butanol, and 0.24 g of pyridine were charged, and the resulting mixture was stirred at room temperature for 15 hours, at 50° C. for 4 hours, and at 75° C. for 21 hours. The reaction solution was cooled to room temperature and concentrated to dryness under reduced pressure. The resulting residue was purified with a column (silica gel, chloroform:acetone=10:1) to obtain 0.92 g of a brown amorphous product (yield: 70%). The brown amorphous product was subjected to the 1H-NMR analysis. The brown amorphous product was identified as the aimed product of compound No. 50. The result of the 1H-NMR analysis is shown below.

ORD record

ord-aba85c85a6af4d90a2703b9db6c11882

Source dataset

uspto-grants-2012_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08193366B2