Diethyl Oxalate → HCID 18651189, compound

Participants

Reaction Steps

Sodium hydride (0.74 g of a 60% dispersion in mineral oil) (ex BDH)in THF (30 ml) was treated with Ethylfluoroacetate (2.7 ml) (ex Lancaster) and diethyl oxalate (ex BDH) (3.8 ml). After 4 hours at 80° C., (±)-trans-2-(3,4-dichlorophenyl)cyclopropylmethanal (6 g) (example 2(i) and example 1(ii) to (iv)) was added. After 18 hours at 25°, water was added and the mixture worked up in the usual manner. Purification by chromotography (silica, hexane/ether) gave (±)-Ethyl-(2Z)-3-[trans-2-(3,4-dichlorophenyl)cyclopropyl]-2-fluoropent-2-enoate (4 g). NMR 1H 7.30(1H,d), 7.15(1H,d), 6.90(1H,dd), 5.70(1H,dd), 4.30(2H,q), 2.08(2H,m), 1.35(2H,m), 1.30(3H,t).

Provenance & Evidence