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Potassium Carbonate → HCID 118588387, 화합물

HRID 928879
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HRID 928879 반응식
C[Si]([C:5]#[C:6][C:7]1[CH:22]=[CH:21][C:10]([C:11]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[O:12])=[CH:9][CH:8]=1)(C)C.C(=O)([O-])[O-].[K+].[K+]>O1CCCC1.CO>[C:6]([C:7]1[CH:22]=[CH:21][C:10]([C:11]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[O:12])=[CH:9][CH:8]=1)#[CH:5]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 11430Potassium CarbonateHCID 90349595HCID 90349595, 화합물

생성물 1

HCID 118588387HCID 118588387, 화합물수율 82.1%

시약·촉매·용매 1

HCID 21899815MeOH tetrahydrofuran용매

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온도
-10 °C

실험 절차

Heptyl 4-[(trimethylsilyl)ethynyl]benzoate (3a) (10.4 g, 32.8 mmol) was dissolved in tetrahydrofuran/methanol (3/1, v/v) (400 mL), potassium carbonate (1.00 g, 7.24 mmol) was added, and the mixture was stirred at −10° C. for 1 hr. The reaction solvent was concentrated, and the residue was diluted with ethyl acetate, washed with 1N hydrochloric acid and saturated aqueous sodium hydrogen carbonate solution, and the organic layer was dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography (ethyl acetate:hexane=1:25) to give heptyl 4-ethynylbenzoate (4a) (6.58 g, yield 82%) as an oily liquid.

후처리

  1. concentrationThe reaction solvent was concentrated
  2. additionthe residue was diluted with ethyl acetate
  3. washwashed with 1N hydrochloric acid and saturated aqueous sodium hydrogen carbonate solution
  4. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  5. customThe solvent was removed under reduced pressure
  6. customthe residue was purified by column chromatography (ethyl acetate:hexane=1:25)

출처 및 근거

ORD 기록
ord-53a4bafe931c423bb4758473d3503875
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09290592B2

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