𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Nitroaldol reaction of nitro[11C]methane to form 2-(hydroxymethyl)-2-nitro[2-11C]propane-1,3-diol and [11C]Tris

✍ Scribed by Koichi Kato; Ming-Rong Zhang; Katsuyuki Minegishi; Nobuki Nengaki; Makoto Takei; Kazutoshi Suzuki

Publisher
John Wiley and Sons
Year
2010
Tongue
French
Weight
189 KB
Volume
54
Category
Article
ISSN
0022-2135

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

The nitroaldol reaction of nitro[^11^C]methane and formaldehyde, which yields 2‐(hydroxymethyl)‐2‐nitro[2‐^11^C]propane‐1,3‐diol, is explored. The fluoride‐ion‐assisted nitroaldol reaction using (C~4~H~9~)~4~NF was rapid and provided the desired nitrotriol in more than 97% radiochemical conversion (decay‐corrected) in 3 min at room temperature. Neither 2‐nitro[2‐^11^C]ethanol nor 2‐nitro[2‐^11^C]propane‐1,3‐diol was observed under the reaction conditions. The preparation of 2‐amino‐2‐(hydroxymethyl)‐[2‐^11^C]propane‐1,3‐diol ([^11^C]Tris) was described, which was followed by the nitro‐group reduction using NiCl~2~ and NaBH~4~ in aqueous MeOH. The decay‐corrected radiochemical conversion to [^11^C]Tris was 68.0±6.5% in two steps. Copyright © 2010 John Wiley & Sons, Ltd.

📜 SIMILAR VOLUMES

Synthesis of (±) 3-(6-nitro-2-quinolinyl
Synthesis of (±) 3-(6-nitro-2-quinolinyl)-[9-methyl-11C]-3,9-diazabicyclo-[4.2.1]-nonane ([11C-methyl]NS 4194)
✍ Svend B. Jensen; Dirk Bender; Donald F. Smith; Jørgen Scheel-Krüger; Elsebet Ø. 📂 Article 📅 2002 🏛 John Wiley and Sons 🌐 French ⚖ 112 KB

## Abstract (±) 3‐(6‐Nitro‐2‐quinolinyl)‐[9‐methyl‐^11^C]‐3,9‐diazabicyclo‐[4.2.1]‐nonane ([^11^C‐methyl]NS 4194), a selective serotonin reuptake inhibitor (SSRI), was synthesised within 35 min after end of bombardment with a radiochemical purity >98%. It had a decay‐corrected radiochemical yield o

ChemInform Abstract: An Unexpected Palla
ChemInform Abstract: An Unexpected Palladium-Catalyzed Reaction of 2-Alkynylhalobenzene with 2-Alkynylaniline: A Novel and Efficient Route to 11H-Indeno[1,2-c]quinolin-11-ols.
✍ Xiaolin Pan; Yong Luo; Jie Wu 📂 Article 📅 2011 🏛 John Wiley and Sons ⚖ 27 KB 👁 1 views

## Abstract The unexpected formation of title compounds (III) is only observed when the reaction mixture is exposed to air atmosphere after the consumption of the starting material.

Synthesis and reactions of 11H-benzo[b]p
Synthesis and reactions of 11H-benzo[b]pyrano[3,2-f]indolizines an pyrrolo[3,2,1-ij]pyrano[3,2-c]quinolines
✍ Thomas Kappe; Peter Roschger; Birgit Schuiki; Wolfgang Stadlbauer 📂 Article 📅 2003 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 80 KB 👁 1 views

## Abstract 2‐Methyl‐3__H__‐indoles 1 cyclize with two equivalents of ethyl malonate **2** to form 4‐hydroxy‐11__H__‐benzo[__b__]pyrano[3,2‐__f__]indolizin‐2,5‐diones 3, whereas 2‐mefhyl‐2,3‐dihydro‐1__H__‐indoles **9** give under similar conditions regioisomer 8‐hydroxy‐5‐methyl‐4,5‐dihydro‐pyrrol