Triethylamine → 3-Ethoxyspiro[3.6]decan-1-one

HRID 1815047ノート

反応式

HRID 1815047 の反応式
[CH:1]1([C:8](Cl)=[O:9])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:11]([O:13][C:14]#[CH:15])[CH3:12].C(N(CC)CC)C>C(OCC)C>[CH2:11]([O:13][CH:14]1[C:1]2([CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[C:8](=[O:9])[CH2:15]1)[CH3:12]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 61239Ether, ethyl ethynylHCID 12556870Cycloheptanecarbonyl chloride

生成物 1

HCID 219195623-Ethoxyspiro[3.6]decan-1-one収率 87.1%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

A solution of cycloheptyl carbonyl chloride (10.0 g, 0.062 mol) and ethoxyacetylene (40% w/w solution in hexanes, 6.0 g, 0.083 mol, 12 ml) in diethylether (50 ml) was treated dropwise with triethylamine (20 ml, 0.14 mol) and the reaction stirred for 5d at room temperature. Filtration and concentration of the filtrate in vacuo followed by chromatography (SiO2, 5:1 EtOAc:hexanes) gave the title compound as a pale yellow oil (10.5 g, 0.054 mol, 87%). δH (CDCl3, 300K) 4.78 (1H, s), 4.20 (2H, q J 7.1 Hz), 1.94-1.87 (2H, m), 1.83-1.77 (2H, m), 1.71-1.66 (2H, m), 1.63-1.52 (6H, m), 1.45 (3H, t J 7.1 Hz); m/z (ES+, 70V) 194.9 (MH+).

後処理

  1. filtrationFiltration and concentration of the filtrate in vacuo

出典と根拠

ORDレコード
ord-168e60ebf5404699916e1ea3575dd1c6
出典データセット
uspto-grants-2005_04
特許番号
US06878718B2

反応ノート

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