Chloromethyl Methyl Ether → 3-(Benzylthio)-4-[(methoxymethoxy)methyl]-2-nitrothiophene

Participants

Reaction Steps

The product of Example 309D (3.9 g, 13.9 mmol) in dichloromethane (8 mL) was reacted with diisopropylethylamine (7.42 mL, 3 equivivalents) and methoxymethyl chloride (2.38 mL, 2.25 equivalents) at 25° C. 16 hours. The reaction was concentrated under reduced pressure and the residue purified by flash chromatography on silica gel using a Biotage-40 m column eluting with dichloromethane to give the title compound as a yellowish oil, (4.32 g, 94%). 1H NMR (300 MHz, CDCl3) δ ppm 3.36 (s, 3 H), 4.20 (s, 2 H), 4.34 (s, 2 H), 4.62 (s, 2 H), 7.13 (m, 3 H), 7.21 (m, 2 H), 7.40 (s, 1 H).

Provenance & Evidence