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Diisopropylethylamine → 1-[Bis(4-chlorophenyl)methyl]azetidin-3-ol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | Benzene, 1,1'-(bromomethylene)bis(4chloro- | HCID 95197 | — |
| 反応物 | 3-Hydroxyazetidine | HCID 1514290 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 1-[Bis(4-chlorophenyl)methyl]azetidin-3-ol | HCID 21896614 | — |
反応手順
The reaction mixture of 22.30 g (70.5 mmol) of 1-[bromo(4-chlorophenyl)methyl]-4-chlorobenzene, 5.67 g (77.6 mmol) of azetidin-3-ol (2) and 18.4 mL (105.75 mmol) of N,N-diisopropylethylamine in 250 mL of acetonitrile was rapidly stirred for 1.5 h at rt to 91° C. Reaction mixture was concentrated to remove solvents and residue was purified by silica gel chromatography with hexanes/ethyl acetate/ammonia (2M in MeOH)=100/30/0.5 to afford the title compound; 1NMR (CDCl3) δ 2.03 (br s, 1H), 2.81 (m, 2H), 3.55 (m, 2H), 4.34 (s, 1H), 4.50 (m, 1H), 7.29 (m, 4H), 7.34 (m, 4H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07906503B2 |
| 出典データセット | uspto-grants-2011_03 |
| ORD ID | ord-1a6a949657a44a3686f82a758c7e3779 |
| 出典メモ | uspto-grants-2011_03 |