化工社化工社 化学情報印刷レポート · 研究参考用
Formaldehyde → [4-[1-(Tert-butyldimethylsilanyloxy)hexyl]phenyl]methanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Formaldehyde | HCID 712 | — |
| 反応物 | ((1-(4-Bromophenyl)hexyl)oxy)(tert-butyl)dimethylsilane | HCID 57438973 | — |
| 反応物 | HCID 178418306 | HCID 178418306 | — |
| 溶媒 | Pentane | HCID 8003 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | [4-[1-(Tert-butyldimethylsilanyloxy)hexyl]phenyl]methanol | HCID 67046104 | 69% |
反応手順
tert-Butyllithium (6.6 mL of a 1.7 M solution in pentane, 11.32 mmol) was added to a solution of the aryl bromide 7 (2.0 g, 5.39 mmol) in THF (22 mL) at −78° C. After 0.5 h paraformaldehyde (323 mg, 8.09 mmol) was added. The reaction was warmed to room temperature and stirred for 16 h. The reaction was quenched with saturated aqueous NH4Cl and extracted with EtOAc. The organic portion was dried (MgSO4), filtered and concentrated in vacuo. FCC (silica gel, 6:1 hex/EtOAc) yielded 1.2 g (69%) of the alcohol 8 as a clear, colorless oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07915316B2 |
| 出典データセット | uspto-grants-2011_03 |
| ORD ID | ord-67fbe19536ed4065ad1c29c3c4d64a78 |
| 出典メモ | uspto-grants-2011_03 |