3-Hydroxybenzaldehyde → 3-(Oxiran-2-ylmethoxy)benzaldehyde
反応式
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6].[H-].[Na+].Br[CH2:13][CH:14]1[CH2:16][O:15]1>CN(C=O)C>[O:15]1[CH2:16][CH:14]1[CH2:13][O:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6]参加物
5
実験手順
To a solution of 3-hydroxybenzaldehyde (2.0 g, 16.38 mmol) in DMF (30 mL) at 0° C. was added NaH (983 mg, 24.57 mmol) in portions. After 0.5 h, a solution of 2-(bromomethyl)oxirane (2.69 mg, 19.65 mmol) in DMF (5 mL) was added and the reaction mixture was warmed to room temperature for 5 h. The mixture was concentrated, dissolved in ethyl acetate and washed with water. The organic portion was dried over sodium sulfate, filtered and concentrated. The crude product was used in the next step without further purification. (2.1 g, yield 72%) MS (ESI+) e/z: 179.1 [M+1]+.
後処理
- concentrationThe mixture was concentrated
- dissolutiondissolved in ethyl acetate
- washwashed with water
- dry with materialThe organic portion was dried over sodium sulfate
- filtrationfiltered
- concentrationconcentrated
- customThe crude product was used in the next step without further purification
出典と根拠
- ORDレコード
- ord-be67e3b35af34312a7d58b4c3d47ee48
- 出典データセット
- uspto-grants-2015_12
- 特許番号
- US09221794B2
反応ノート
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