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Ammonium Chloride → HCID 15871128, 화합물

HRID 1764974
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HRID 1764974 반응식
[CH3:1][Li].[CH3:3][CH:4]([CH2:6][CH2:7][CH2:8][C@H:9]([C@@H:11]1[C@:28]2([CH3:29])[C@H:14]([C:15]3[CH2:16][CH2:17][C:18]4[C@:23]([C:25]=3[CH2:26][CH2:27]2)([CH3:24])[CH2:22][CH2:21][C:20](=[O:30])[CH:19]=4)[CH2:13][CH2:12]1)[CH3:10])[CH3:5].[Cl-].[NH4+]>C(OCC)C>[CH3:1][C@@:18]12[CH2:19][C:20](=[O:30])[CH2:21][CH2:22][C@:23]1([CH3:24])[C:25]1[CH2:26][CH2:27][C@@:28]3([CH3:29])[C@@H:14]([CH2:13][CH2:12][C@@H:11]3[C@H:9]([CH3:10])[CH2:8][CH2:7][CH2:6][CH:4]([CH3:3])[CH3:5])[C:15]=1[CH2:16][CH2:17]2
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참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 15871124HCID 15871124, 화합물HCID 178418348HCID 178418348, 화합물

생성물 1

HCID 15871128HCID 15871128, 화합물

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

0.85 ml of a methyllithium solution (1.6 N, in diethyl ether) are added to a suspension of 130 mg cuprous iodide in diethyl ether at 0° C. The resulting mixture is stirred for one hour before a solution of 130 mg cholesta-4,8-dien-3-one in 1 ml diethyl ether is added. After being stirred for 30 minutes the reaction mixture is poured into saturated ammonium chloride solution and extracted with ethyl acetate. The organic layer is separated, washed with brine, dried over anhydrous sodium sulphate and filtered. After evaporation of the solvent the residue is chromatographed with mixture of hexane and ethyl acetate to give 80 mg 5-methyl-5β-cholest-8-en-3-one as a white solid.

후처리

  1. additionis added
  2. extractionextracted with ethyl acetate
  3. customThe organic layer is separated
  4. washwashed with brine
  5. dry with materialdried over anhydrous sodium sulphate
  6. filtrationfiltered
  7. customAfter evaporation of the solvent the residue
  8. customis chromatographed with mixture of hexane and ethyl acetate

출처 및 근거

ORD 기록
ord-124c5be7e4dc4399850db782aa27946b
출처 데이터셋
uspto-grants-2007_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
USRE039678E1

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