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Sodium Bicarbonate → HCID 178511233, 화합물

HRID 486368
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HRID 486368 반응식
[Cl-].[F:2][C:3]1[CH:4]=[C:5]([C:10]2[CH:15]=[CH:14][C:13]([CH2:16][P+](C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)=[CH:12][N:11]=2)[CH:6]=[CH:7][C:8]=1[F:9].[CH:36]([C@H:38]1[CH2:43][CH2:42][C@H:41]([C:44]#[N:45])[CH2:40][CH2:39]1)=O.C(=O)([O-])O.[Na+]>C(OCC)C>[F:2][C:3]1[CH:4]=[C:5]([C:10]2[CH:15]=[CH:14][C:13]([CH:16]=[CH:36][C@H:38]3[CH2:43][CH2:42][C@H:41]([C:44]#[N:45])[CH2:40][CH2:39]3)=[CH:12][N:11]=2)[CH:6]=[CH:7][C:8]=1[F:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

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반응물 3

HCID 516892Sodium BicarbonateHCID 19094917[2-(3,4-Difluorophenyl)-5-pyridyl]methyltriphenylphosphonium chlorideHCID 178511250HCID 178511250, 화합물

생성물 1

HCID 178511233HCID 178511233, 화합물

시약·촉매·용매 1

HCID 3283Diethyl Ether용매3회

실험 절차

A suspension of 12.05 g of [2-(3,4-difluorophenyl)-5-pyridyl]methyltriphenylphosphonium chloride in 70 ml of diethyl ether is treated with 2.67 g of potassium tert.-butylate in a nitrogen atmosphere. The dark yellow suspension is stirred at room temperature for a further 30 minutes. A solution of 2.74 g of -trans-4-formylcyclohexanecarbonitrile in 30 ml of diethyl ether is then added dropwise at 0° C. The reaction mixture is stirred at 0° C. for a further 1 hour, then stirred with 40 ml of 1N sodium hydrogen carbonate solution and diluted with diethyl ether. The organic phase is separated, washed neutral with water, dried over sodium sulphate and concentrated. The residue is chromatographed on silica gel with hexane/ethyl acetate 3:1 (v/v). There is obtained trans-4-[2-[2-(3,4-difluorophenyl)-5-pyridyl]vinyl]cyclohexanecarbonitrile.

후처리

  1. stirringThe reaction mixture is stirred at 0° C. for a further 1 hour
  2. customThe organic phase is separated
  3. washwashed neutral with water
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated
  6. customThe residue is chromatographed on silica gel with hexane/ethyl acetate 3:1 (v/v)

출처 및 근거

ORD 기록
ord-9063d873f1734488861de93a2223ddeb
출처 데이터셋
uspto-grants-1994_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05292452

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