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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 322617Erstellt: 26. Oktober 2026

Water → Ethyl 2-(2-methoxyethyl)-pent-4-enoate

https://huagongshe.com/reaction/322617

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktDimethylformamideHCID 6228—
EduktLithium ChlorideHCID 433294—
EduktDiethyl 2-(2-methoxyethyl)-2-allylmalonateHCID 22011257—
LösungsmittelDimethyl SulfoxideHCID 679—
ProduktEthyl 2-(2-methoxyethyl)-pent-4-enoateHCID 2201126087,3%

Reaktionsschritte

A mixture of diester 2 (40 g, 155 mmol), prepared according to Example 1, and lithium chloride (13 g, 300 mmol) in DMSO (100 mL). DMF (20 mL), and water (2 mL) was heated to 170° C. for 6 h and cooled to room temperature. The mixture was poured into water (250 mL), extracted with CH2Cl2 (3×100 mL), and dried over MgSO4. The solvent was removed under reduced pressure to afford the monoester ether 3 (25.2 g, 87%); IR (KBr) υmax 3079, 2974, 2921, 2869, 1732, 1640, 1461, 1443, 1470, 1374, 1177, 1121, 1029, 990, 916, 855 cm−1; 1HNMR (CDCl3) δ1.25 (t, J=7.05 Hz, 3H), 1.65-1.75 (m, 1H), 1.85-1.95 (m, 1H), 2.20-2.40 (m, 2H), 2.50-2.60 (m, 1H), 3.30 (s, 3H), 3.35-3.45 (m, 2H), 4.13 (q, J=7.05, 2H), 5.00-5.07 (dd, J=10.2, 25 Hz, 2H), 5.71-5.74 (m, 1H); 13CNMR (CDCl3) δ14.21, 31.44, 36.45, 42.12, 58.48, 60.12, 70.37, 70.38, 116.79, 135.19, 175.19; mass spectrum (EI), m/Z (rel intensity) 223 (11), 200 (19), 185 (M-1, 4.5), 154 (19), 153 (46), 143 (33), 128 (33), 121 (37), 120 (34), 112 (22), 108 (88), 95 (28), 82 (41), 81 (98), 79 (94), 59 (38), 57 (71), 55 (100), 54 (38), 53 (59),

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06211360B1
Quelldatensatzuspto-grants-2001_04
ORD IDord-a60a125a19cf4f8ba46d05f3420c1fd3
Quellennotizuspto-grants-2001_04