ethyne synthesis
- Product Name:ethyne
- CAS Number:1216963-74-4
- Molecular formula:C2H2
- Molecular Weight:26.03728
Yield:83816-46-0 100%
Reaction Conditions:
Stage #1: (S)-styrene oxide;lithium acetylide-ethylenediamine complex in dimethyl sulfoxide at 20; for 25 h;Inert atmosphere;
Stage #2: with water in dimethyl sulfoxide;
Steps:
4.7.3. (S)-1-Phenylbut-3-yn-1-ol ((S)-4)
General procedure: Lithium acetylide ethylenediamine complex (2.24 g, 21.9 mmol) was added to dry DMSO (14 mL) and the solution was stirred for 30 min under Ar atmosphere. (R)-(+)-Styrene oxide (1.0 mL, 8.76 mmol) was added and the mixture was stirred for 25 h at room temperature under Ar atmosphere. The mixture was quenched with H2O and extracted with Et2O. The combined organic extracts were dried, filtered and concentrated. Purification using flash column chromatography (toluene/EtOAc 39:1) gave (S)-4 (1.22 g, 95%) as a colorless oil.
References:
Sandgren, Veronica;Agback, Tatiana;Johansson, Per-Ola;Lindberg, Jimmy;Kvarnstr?m, Ingemar;Samuelsson, Bertil;Belda, Oscar;Dahlgren, Anders [Bioorganic and Medicinal Chemistry,2012,vol. 20,# 14,p. 4377 - 4389] Location in patent:experimental part
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