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

HRID 1815047노트

반응식

HRID 1815047 반응식
[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]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 61239Ether, ethyl ethynylHCID 12556870Cycloheptanecarbonyl chloride

생성물 1

HCID 219195623-Ethoxyspiro[3.6]decan-1-one수율 87.1%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

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+).

후처리

  1. filtrationFiltration and concentration of the filtrate in vacuo

출처 및 근거

ORD 기록
ord-168e60ebf5404699916e1ea3575dd1c6
출처 데이터셋
uspto-grants-2005_04
특허 번호
US06878718B2

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