Methanol → 3-(5-Methyl-2-furanyl)-1-propanol

Under nitrogen with stirring 5-methyl-2- 3- 2, 6-dimethyl-4-(2-methyl-tetrazol-5-yl) phenoxy!-propyl!-2,5-dimethoxy-2,5-dihydrofuran (820 mg, 1.8 mmol), 0.8 mL of methanol, and 1.5 mL of 1% aqueous acetic acid solution were combined at room temperature, refluxed for 10 min, and then cooled to room temperature. To the above solution was added hydrazine hydrate (0.26 mL) over a 2 min period, and the mixture was allowed to reflux for 1 h, and cooled to room temperature. The mixture was diluted with water, the aqueous layer was extracted with methylene chloride, and the organic layer was washed with brine, dried over magnesium sulfate, and concentrated in vacuo to afford 180 mg (29 %) of 3,methyl-6- 3- 2,6-dimethyl-4-(2-methyltetrazol-5-yl)-phenoxy!propyl !-pyridazine (Formula I; R1, R2 =3,5-dimethyl, R3 =6-methyl, R4 =hydrogen, R5 =2-methyltetrazol-5-yl), m.p. 114°-115° C.

1. customwere combined at room temperature
2. temperaturerefluxed for 10 min
3. temperatureto reflux for 1 h
4. temperaturecooled to room temperature
5. extractionthe aqueous layer was extracted with methylene chloride
6. washthe organic layer was washed with brine
7. dry with materialdried over magnesium sulfate
8. concentrationconcentrated in vacuo
9. customto afford 180 mg (29 %) of 3,methyl-6- 3- 2,6-dimethyl-4-(2-methyltetrazol-5-yl)-phenoxy

ORD 기록

ord-1a734bab136843ce8166e3284077e6d0

출처 데이터셋

uspto-grants-1996_05

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US05514679