Ammonium Chloride → Tert-butyl 2,4-difluoro-3-vinylbenzoate
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[CH2:1]([Li])CCC.C1COCC1.[I-].C[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[F:32][C:33]1[C:45]([CH:46]=O)=[C:44]([F:48])[CH:43]=[CH:42][C:34]=1[C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36].[Cl-].[NH4+]>C1COCC1>[F:32][C:33]1[C:45]([CH:46]=[CH2:1])=[C:44]([F:48])[CH:43]=[CH:42][C:34]=1[C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36]참가 물질
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- 온도
- 0 °C
실험 절차
At −78° C., 9.50 ml of 1.59 M n-butyl lithium-THF solution was added dropwise to 90 ml of THF solution containing 8.13 g of methyltriphenylphosphonium iodide. This was stirred at 0° C. for 10 minutes, cooled to −78° C. and then mixed with 2.44 g of tert-butyl 2,4-difluoro-3-formylbenzoate dissolved in 10 ml of THF. After 40 minutes thereof, this was stirred at room temperature for 1 hour, mixed with appropriate amounts of saturated ammonium chloride aqueous solution and purified water, extracted with ethyl acetate and then dried with anhydrous magnesium sulfate. After concentration, the thus formed residue was purified by a silica gel column chromatography to obtain 1.20 g (50%) of tert-butyl 2,4-difluoro-3-vinylbenzoate (Reference Example 5-1) from a hexane-ethyl acetate (50:1) eluate. ES−: 239
후처리
- temperaturecooled to −78° C.
- waitAfter 40 minutes
- stirringthis was stirred at room temperature for 1 hour
- custompurified water
- extractionextracted with ethyl acetate
- dry with materialdried with anhydrous magnesium sulfate
- concentrationAfter concentration
- customthe thus formed residue was purified by a silica gel column chromatography
출처 및 근거
- ORD 기록
- ord-d3424850e7084df9b99bb89841dd8669
- 출처 데이터셋
- uspto-grants-2011_12
- 특허 번호
- US08076367B2
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