Potassium Chloride → HCID 23073442, 화합물

HRID 969589

반응식

HRID 969589 반응식
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][O:16][Si:17]([C:20]([CH3:23])([CH3:22])[CH3:21])([CH3:19])[CH3:18].[C-]#[C-].[Li+].[CH2:27](N(CC)CCN)[CH3:28].[Li+].[Cl-].[K+]>CS(C)=O>[C:20]([Si:17]([O:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][C:27]#[CH:28])([CH3:19])[CH3:18])([CH3:23])([CH3:22])[CH3:21]

참가 물질

5

반응물 3

HCID 4873Potassium ChlorideHCID 1167587414-Bromo-1-(t-butyldimethylsiloxy)tetradecaneHCID 178464060HCID 178464060, 화합물

생성물 1

HCID 23073442HCID 23073442, 화합물수율 81.1%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매2회

실험 절차

The solution of (14-bromo-tetradecyloxy)-tert-butyl-dimethylsilane (8.9 g, 21.4 mmol, 1 eq) in DMSO (10 mL) was added dropwise to the solution of N,N-diethylethane-1,2-diamine lithium acetylide (3.1 g, 33.2 mmol, 1.5 eq) in DMSO (15 mL) at 0° C. This solution was stirred at room temperature for 6 hours, poured into saturated aqueous solution of potassium chloride (100 mL), and extracted three times with hexane (100 mL). The extract was washed with aqueous solution of sodium chloride, dried over magnesium sulfate, and concentrated. The resulting concentrate was subjected to silica gel flush column chromatography (eluate: hexane-CH2Cl2=80-20) to obtain the colorless liquid of the title compound (6.12 g, yield 81%).

후처리

  1. extractionextracted three times with hexane (100 mL)
  2. washThe extract was washed with aqueous solution of sodium chloride
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated
  5. concentrationThe resulting concentrate
  6. customflush column chromatography (eluate: hexane-CH2Cl2=80-20)

출처 및 근거

ORD 기록
ord-c9bbc06960394a3cad966d33a13ca9ea
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07307098B2

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