Carbonothioic acid, O-(1-chloroethyl) S-ethyl ester → 1-{[(Ethylthio)carbonyl]oxy}ethyl 2-methylpropionate

To a solution of tetrabutylammonium isobutyrate (5) (382 mmol) in tetrahydrofuran (500 mL) was added compound (2) (49 g, 288 mmol). The mixture was stirred at ambient temperature for 16 h then the solvent removed in vacuo. The residue was dissolved in diethyl ether (600 mL), washed with water (3×300 mL) and the organic phase was separated, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by vacuum distillation (60° C./240 mTorr) to afford the product (7) as a colorless liquid (40 g, 63%). 1H NMR (CDCl3, 400 MHz): δ 1.2 (d, 6H), 1.35 (t, 3H), 1.5 (d, 3H), 1.55 (m, 1H), 2.85 (dq, 2H), 6.95 (q, 1H).

1. customthe solvent removed in vacuo
2. dissolutionThe residue was dissolved in diethyl ether (600 mL)
3. washwashed with water (3×300 mL)
4. customthe organic phase was separated
5. dry with materialdried over anhydrous magnesium sulfate
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. distillationThe residue was purified by vacuum distillation (60° C./240 mTorr)

ORDレコード

ord-f45a7fbc35d54d43b95724a23c3e618e

出典データセット

uspto-grants-2011_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08003809B2