反応式
[Cl:1][C:2]1[CH:19]=[C:18](I)[CH:17]=[C:16]([Cl:21])[C:3]=1[O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[O:14][N:13]=[C:12]([CH3:15])[CH:11]=1.C([Li])CCC.C[Si](C)(C)[N:29]1[CH2:33][CH2:32][CH2:31][C:30]1=O>CCOCC>[Cl:1][C:2]1[CH:19]=[C:18]([C:30]2[CH2:31][CH2:32][CH2:33][N:29]=2)[CH:17]=[C:16]([Cl:21])[C:3]=1[O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[O:14][N:13]=[C:12]([CH3:15])[CH:11]=1参加物
5
実験手順
To a solution of 5.0 g 5-[5-(2,6-dichloro-4-iodophenoxy)pentyl]-3-methylisoxazole (Example 12a) in 75 ml dry ether cooled to -78° C. under nitrogen was added 1.4 ml n-butyllithium (9.5 m). A solution of 1.8 g 1-trimethylsilylpyrrolidin-2-one [cf. Feringa et al., Tetrahedron Letters, 507 (1986)] in ether was then added dropwise. The reaction mixture was allowed slowly to come to room temperature, and was washed with water and dried over potassium carbonate. The product was isolated and chromatographed (3:1 hexane:ethyl acetate) and recrystallized from isopropyl acetate/hexane to give 1.8 g 5-{5-[2,6-dichloro-4-(4,5-dihydro-3H-pyrrol-2-yl)phenoxy]pentyl}-3-methylisoxazole, m.p. 57-59° C.
後処理
- customto come to room temperature
- washwas washed with water
- dry with materialdried over potassium carbonate
- customThe product was isolated
- customchromatographed (3:1 hexane:ethyl acetate)
- customrecrystallized from isopropyl acetate/hexane
出典と根拠
- ORDレコード
- ord-26cc03085bae439981e78440a35c9abb
- 出典データセット
- uspto-grants-1989_08
- 特許番号
- US04857539
関連ノート
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