Diethyl Ether → HCID 22731324, 화합물

HRID 2085578노트

반응식

HRID 2085578 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:13]=[O:14])[C:5]2[O:9][CH2:8][C:7]([CH3:11])([CH3:10])[C:6]=2[CH:12]=1.[C:15]([Mg]Cl)([CH3:18])([CH3:17])[CH3:16].CCOCC>O1CCCC1.C(OCC)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]([CH:13]([OH:14])[C:15]([CH3:18])([CH3:17])[CH3:16])[C:5]2[O:9][CH2:8][C:7]([CH3:11])([CH3:10])[C:6]=2[CH:12]=1

참가 물질

6

반응물 3

HCID 3283Diethyl EtherHCID 22731282HCID 22731282, 화합물2회HCID 178418310HCID 178418310, 화합물

생성물 1

HCID 22731324HCID 22731324, 화합물수율 45%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

A stirred, cooled (ice-bath) solution of 5-bromo-3,3-dimethyl-2,3-dihydrobenzofuran-7-carbaldehyde (Intermediate 30, 1.72 g, 6.74 mmol) in 15 mL of anhydrous tetrahydrofuran was treated with a 1M solution of tert-butyl magnesium chloride solution in ether (6.74 mL, 6.74 mmol). The reaction mixture was then allowed to warm to room temperature and stirred overnight. The reaction mixture was diluted with ethyl acetate and washed with brine. The organic phase was dried over anhydrous sodium sulfate, filtered and evaporated to an oil that on flash column chromatography using 5% ethyl acetate in hexane as the eluent afforded the title compound (0.95 g, 45%).

후처리

  1. washwashed with brine
  2. dry with materialThe organic phase was dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. customevaporated to an oil that on flash column chromatography

출처 및 근거

ORD 기록
ord-5847721867084b0eaa451ab96a20c4d7
출처 데이터셋
uspto-grants-2004_04
특허 번호
US06720423B2

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