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tert-Butyl methyl ether → Methyl 2-{3-[2-(4-bromophenyl)-5-methyloxazol-4-ylmethoxy]cyclohexyloxymethyl}-6-methylbenzoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | tert-Butyl methyl ether | HCID 15413 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Methyl 2-(3-hydroxycyclohexyloxymethyl)-6-methylbenzoate | HCID 21980299 | — |
| 反応物 | 2-(4-Bromophenyl)4-iodomethyl-5-methyloxazole | HCID 22493666 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | Methyl 2-{3-[2-(4-bromophenyl)-5-methyloxazol-4-ylmethoxy]cyclohexyloxymethyl}-6-methylbenzoate | HCID 22493646 | — |
反応手順
At room temperature, 50 mg of a 60% sodium hydride suspension and then 408 mg of 2-(4-bromophenyl)4-iodomethyl-5-methyloxazole were added to a solution of 200 mg of methyl 2-(3-hydroxycyclohexyloxymethyl)-6-methylbenzoate in 5 ml of dimethylformamide. After one hour, methyl tert-butyl ether was added, and the mixture was extracted with water. The organic phase was dried over magnesium sulfate, the solvents were removed under reduced pressure and the residue was purified by RP-HPLC. This gave 49 as a light-yellow oil. C27H30BrNO5 (528.45), MS(ESI): 528.2, 530.2 (M+H+).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06624185B2 |
| 出典データセット | uspto-grants-2003_09 |
| ORD ID | ord-51dca3bb666d4701872701851bcad533 |
| 出典メモ | uspto-grants-2003_09 |