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Methanol → 5-Bromo-2-methyl-2-phenylpentan-1-ol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methanol | HCID 887 | — |
| 反応物 | Lithium borohydride | HCID 4148881 | — |
| 反応物 | 6-Bromo-2-methyl-2-p-tolylhexan-1-ol | HCID 11196892 | — |
| 反応物 | Ethyl 5-bromo-2-methyl-2-phenyl-pentanoate | HCID 23431358 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 5-Bromo-2-methyl-2-phenylpentan-1-ol | HCID 11345892 | 98.2% |
反応手順
According to the procedure given for the synthesis of 206e, 205b (23.70 g, 79.21 mmol) was reduced with LiBH4 (3.45 g, 158.4 mmol) and methanol (5.24 g, 163.5 mmol) in anhydrous CH2Cl2 (150 mL) to give 206b (20.0 g, 98%) as an oil. 1H NMR (CDCl3): δ 7.34-7.14 (m, 5H), 3.60 (m, 1H), 3.48 (m, 1H), 3.29 (t, 2H, J=6.0), 1.96-1.44 (m, 5H), 1.32 (s, 3H). 13C NMR (CDCl3): δ 144.25, 128.59, 126.71, 126.41, 72.44, 43.15, 37.06, 34.64, 27.58, 21.61. HRMS (LSIMS, nba): Calcd for C12H16Br (MH+—H2O): 239.0435, found: 239.0444.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07705177B2 |
| 出典データセット | uspto-grants-2010_04 |
| ORD ID | ord-b4394b114ac946948ec979a515e31546 |
| 出典メモ | uspto-grants-2010_04 |