Florhydral → 1-Isopropyl-3-(6-(4-methoxyphenyl)hex-4-en-2-yl)benzene

HRID 718530ノート

反応式

HRID 718530 の反応式
[Br-].[CH3:2][O:3][C:4]1[CH:30]=[CH:29][C:7]([CH2:8][CH2:9][P+](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=[CH:6][CH:5]=1.[Li]CCCC.[CH:36]([C:39]1[CH:40]=[C:41]([CH:45]([CH3:49])[CH2:46][CH:47]=O)[CH:42]=[CH:43][CH:44]=1)([CH3:38])[CH3:37]>>[CH:36]([C:39]1[CH:44]=[CH:43][CH:42]=[C:41]([CH:45]([CH2:46][CH:47]=[CH:9][CH2:8][C:7]2[CH:6]=[CH:5][C:4]([O:3][CH3:2])=[CH:30][CH:29]=2)[CH3:49])[CH:40]=1)([CH3:38])[CH3:37]

参加物

4

反応物 3

HCID 86209FlorhydralHCID 85891800p-Methoxyphenethyltriphenylphosphonium bromideHCID 178418339Butyllithium

生成物 1

HCID 679828861-Isopropyl-3-(6-(4-methoxyphenyl)hex-4-en-2-yl)benzene収率 26%

実験手順

Starting from p-methoxyphenethyltriphenylphosphonium bromide (1.20 g, 2.51 mmol, 1.0 equiv.), n-BuLi (1.6 M in hexanes, 1.6 mL, 2.51 mmol, 1.0 equiv.) and 3-(3-isopropylphenyl)butanal (0.72 g, 3.77 mmol, 1.5 equiv.), 0.20 g (26%) of the title compound as a yellow oil was obtained after purification by flash chromatography on SiO2 (cyclohexane/EtOAc 99:1).

出典と根拠

ORDレコード
ord-260ef56576e3496eb94e1efd080eea2a
出典データセット
uspto-grants-2015_11
特許番号
US09193935B2

反応ノート

読み込み中…