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HRID 425680Erstellt: 24. Oktober 2026

Ethyl 5-bromovalerate → ethyl 5-(2'-oxospiro[furo[2,3-f][1,3]benzodioxole-7,3'-indol]-1'(2'H)-yl)pentanoate

https://huagongshe.com/de/reaction/425680

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl 5-bromovalerateHCID 84580—
Edukt2-(Bromomethyl)-5-(trifluoromethyl)furanHCID 2794605—
Eduktspiro[furo[2,3-f][1,3]benzodioxole-7,3'-indol]-2'(1'H)-oneHCID 53375495—
Edukt4'-bromospiro[furo[2,3-f][1,3]benzodioxole-7,3'-indol]-2'(1H)-oneHCID 59263372—
Produktethyl 5-(2'-oxospiro[furo[2,3-f][1,3]benzodioxole-7,3'-indol]-1'(2'H)-yl)pentanoateHCID 59263340—

Reaktionsschritte

Following the procedure described in EXAMPLE 10.47, and making non-critical variations using spiro[furo[2,3-f][1,3]benzodioxole-7,3′-indol]-2′(1′H)-one to replace 4′-bromospiro[furo[2,3-f][1,3]benzodioxole-7,3′-indol]-2′(1′H)-one, and ethyl 5-bromovalerate to replace 2-(bromomethyl)-5-(trifluoromethyl)furan, the title compound was obtained (62%) as a gummy material: 1H NMR (300 MHz, CDCl3) δ 7.28 (t, 1H), 7.14 (d, 1H), 7.03 (t, 1H), 6.88 (d, 1H), 6.48 (s, 1H), 6.13 (s, 1H), 5.84 (d, 2H), 4.76 (ABq, 2H), 4.07 (q, 2H), 3.87-3.65 (m, 2H), 2.35 (t, 2H), 1.80-1.64 (m, 4H), 1.20 (t, 3H); 13C NMR (75 MHz, CDCl3) δ 177.4, 173.1, 155.9, 148.8, 142.3, 142.2, 132.5, 128.9, 124.04, 123.3, 119.5, 108.6, 103.0, 101.5, 93.6, 80.5, 60.4, 58.2, 39.9, 33.7, 26.8, 22.2, 14.2; MS (ES+) m/z 432.09 (M+23).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08106087B2
Quelldatensatzuspto-grants-2012_01
ORD IDord-516df83196d94d648319648b49f3e948
Quellennotizuspto-grants-2012_01