Hydrogen Bromide → HCID 80147526, 화합물

HRID 1963048노트

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HRID 1963048 반응식
C[Si](C=[N+]=[N-])(C)C.[CH3:8]CCCCC.[Cl:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([F:21])[C:16]=1[CH2:22][C:23](Cl)=[O:24].[BrH:26]>O.C(#N)C.C1COCC1>[Br:26][CH2:8][C:23](=[O:24])[CH2:22][C:16]1[C:17]([F:21])=[CH:18][CH:19]=[CH:20][C:15]=1[Cl:14]

참가 물질

8

반응물 4

HCID 260Hydrogen BromideHCID 8058HexaneHCID 167693TrimethylsilyldiazomethaneHCID 217957352-Chloro-6-fluorobenzeneacetyl chloride

생성물 1

HCID 80147526HCID 80147526, 화합물수율 76.1%

시약·촉매·용매 3

HCID 962Water용매HCID 6342Acetonitrile용매HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

To a 2 M solution of trimethylsilyl-diazomethane in hexane (6.54 ml, 13.07 mmol) cooled to 0° C. under argon was added dropwise a solution of 2-chloro-6-fluoro-phenylacetyl chloride (1.23 g, 5.94 mmol) in 24 ml of a mixture of THF and ACN (1:1). The mixture was stirred at 0° C. for 5 h. Then 48% aqueous hydrobromic acid (5.91 ml, 52.28 mmol) was added dropwise and the solution was stirred at room temperature overnight. Then 40 ml of water were added. The aqueous phase was extracted twice with EA, and the combined organic phases were washed with water, a saturated solution of sodium hydrogencarbonate and brine, dried over sodium sulfate, filtered and evaporated to dryness under reduced pressure. The residue was purified by chromatography on silica gel (cyclohexane/EA, 100:0, then 95:5) to give 1.20 g of the title compound as a white powder having a melting point of 47° C.

후처리

  1. stirringthe solution was stirred at room temperature overnight
  2. extractionThe aqueous phase was extracted twice with EA
  3. washthe combined organic phases were washed with water
  4. dry with materiala saturated solution of sodium hydrogencarbonate and brine, dried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated to dryness under reduced pressure
  7. customThe residue was purified by chromatography on silica gel (cyclohexane/EA, 100:0

출처 및 근거

ORD 기록
ord-1577596bd8a94949ba14809710d59ec3
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08415336B2

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