Lilial → HCID 86702769、化合物

反応式

[Br-].[CH2:2]([P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[Li]CCCC.[C:34]([C:38]1[CH:43]=[CH:42][C:41]([CH2:44][CH:45]([CH3:48])[CH:46]=O)=[CH:40][CH:39]=1)([CH3:37])([CH3:36])[CH3:35]>>[C:34]([C:38]1[CH:39]=[CH:40][C:41]([CH2:44][CH:45]([CH3:48])[CH:46]=[CH:2][CH2:3][C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)=[CH:42][CH:43]=1)([CH3:37])([CH3:36])[CH3:35]

参加物

反応物 3

HCID 228987Lilial

HCID 10863251Phenethyltriphenylphosphonium bromide

HCID 178418339Butyllithium

生成物 1

HCID 86702769HCID 86702769、化合物収率 69%

実験手順

Starting from phenethyltriphenylphosphonium bromide (3.00 g, 6.71 mmol, 1.0 equiv.), n-BuLi (1.6 M in hexanes, 4.2 mL, 6.71 mmol, 1.0 equiv.) and 3-(4-tert-butylphenyl)-2-methylpropanal (2.05 g, 10.1 mmol, 1.5 equiv.), 1.35 g (69%) of the title compound as a colorless oil was obtained after purification by flash chromatography on SiO2 (cyclohexane/EtOAc 997:3).

出典と根拠

ORDレコード: ord-42ddecc2f0e04147b3d29f6f8718eeb2
出典データセット: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US09193935B2

反応ノート

読み込み中…