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Trimethyl borate → 3-(3-Heptyl-1-methylureido)phenylboronic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Trimethyl borate | HCID 8470 | — |
| 反応物 | 1-(3-Bromophenyl)-3-heptyl-1-methylurea | HCID 11616837 | — |
| 反応物 | HCID 178418306 | HCID 178418306 | — |
| 反応物 | HCID 178418348 | HCID 178418348 | — |
| 溶媒 | Pentane | HCID 8003 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 3-(3-Heptyl-1-methylureido)phenylboronic acid | HCID 11558369 | 36% |
反応手順
In a manner similar to that of Example (18a), by reaction of 113 g (0.345 mol, 1 eq) of 1-(3-bromophenyl)-3-heptyl-1-methylurea in 1.13 L of tetrahydrofuran, 127 mL (0.38 mol, 1.1 eq) of methyllithium, 530 mL (0.76 mol, 2.2 eq) of a 1.7M solution of tert-butyllithium in pentane and 97 mL (0.904 mol, 2.2 eq) of trimethyl borate, and after purification by chromatography on silica gel (50/50 heptane/ethyl acetate) and crystallization from ethyl acetate/heptane, 36.0 g of 3-(3-heptyl-1-methylureido)phenylboronic acid are obtained in the form of a pinkish powder. Yield=36%
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07863332B2 |
| 出典データセット | uspto-grants-2011_01 |
| ORD ID | ord-a4d70830b5e943f6adba87c891408446 |
| 出典メモ | uspto-grants-2011_01 |