関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrogen Peroxide | HCID 784 | — |
| 反応物 | Diethyl Ether | HCID 3283 | — |
| 反応物 | Tetrahydrofuran | HCID 8028 | — |
| 反応物 | Methyl 4'-hydroxy(1,1'-biphenyl)-4-carboxylate | HCID 1490289 | — |
| 反応物 | Diethyl azodicarboxylate | HCID 5462977 | — |
| 生成物 | Methyl-4'-(cis-9-octadecenyloxy)-4-biphenylcarboxylate | HCID 70012153 | 41% |
反応手順
DEAD (676 mg, 3.88 mmol) was added via syringe with stirring and under argon, to a solution of ester 27 (590 mg, 2.59 mmol), alcohol 26b (707 mg, 2.64 mmol), and TPP (1.018 g, 3.88 mmol) in 8 ml dry THF. The reaction mixture was stirred overnight under argon at 25° C. and then treated with 30% hydrogen peroxide. Ether was added (approximately 20 ml) and the organic layer was separated, washed with brine, and dried over MgSO4. The crude product was adsorbed onto silica gel and purified via flash chromatography with elutions of 95/5 and 90/10 (v/v) (Hex/EtOAc), respectively. Evaporation of solvent yielded 505 mg (41%) of a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US06139771 |
|---|
| 出典データセット | uspto-grants-2000_10 |
|---|
| ORD ID | ord-c1454863aaa84ffca2f2ba3859a215ce |
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| 出典メモ | uspto-grants-2000_10 |
|---|
