Carbon Dioxide → 5-Chloro-2-fluoro-4-methylbenzoic acid
反応式
Br[C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([CH3:9])=[CH:4][C:3]=1[F:10].C([Mg]Cl)(C)C.[C:16](=[O:18])=[O:17]>C1COCC1>[Cl:8][C:6]1[C:5]([CH3:9])=[CH:4][C:3]([F:10])=[C:2]([CH:7]=1)[C:16]([OH:18])=[O:17]参加物
5
実験手順
To a solution of 1-bromo-5-chloro-2-fluoro-4-methylbenzene (11.3 g, 50 mmol) in dry THF (100 mL) was added isopropylmagnesium chloride (30 mL, 2 M) dropwise. After stirring at room temperature for 30 min, dry CO2 was added and the mixture was stirred at room temperature for additional 30 min. The reaction was quenched by sat. NH4Cl and extracted with EtOAc (100 mL×3). The combined organic layers were washed with water (50 mL×3), dried over anhydrous Na2SO4, filtered and concentrated to give the desired product (4.7 g, 49%). LCMS (ESI) m/z: 187.0 [M−H]−.
後処理
- stirringthe mixture was stirred at room temperature for additional 30 min
- customThe reaction was quenched by sat. NH4Cl
- extractionextracted with EtOAc (100 mL×3)
- washThe combined organic layers were washed with water (50 mL×3)
- dry with materialdried over anhydrous Na2SO4
- filtrationfiltered
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-cbf9b1652e0d42c594cefc7cb46bb460
- 出典データセット
- uspto-grants-2015_02
- 特許番号
- US08952169B2
反応ノート
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