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3-(Diethylamino)phenol → 3-[(3-bromopropyl)oxy]-N,N-diethylaniline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-(Diethylamino)phenol | HCID 7062 | — |
| 反応物 | 1,3-Dibromopropane | HCID 8001 | — |
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 3-[(3-bromopropyl)oxy]-N,N-diethylaniline | HCID 68963374 | 17.4% |
反応手順
To a solution of 3-(diethylamino)phenol (0.0104 g, 0.631 mmol) in acetonitrile (4 mL) was added 1,3-dibromopropane (0.640 mL, 6.30 mmol) followed by Cs2CO3 (0.313 g, 0.961 mmol). The reaction mixture was stirred for 24 h and then concentrated under vacuum. The resulting residue was treated with H2O (4 mL) and extracted with DCM (8 mL). The organic layer was dried through a phase separator and concentrated under vacuum. The residue was taken up in DMSO and purified by preparatory HPLC (without TFA) to give the title compound (0.0314 g, 17.4%). EI-MS m/z 286(M+H+) Rt (1.59 min).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08853404B2 |
| 出典データセット | uspto-grants-2014_10 |
| ORD ID | ord-71a2f545bc2a4cffa87f06e709b94c98 |
| 出典メモ | uspto-grants-2014_10 |