Potassium Chloride → HCID 23073442、化合物

HRID 969589

反応式

HRID 969589 の反応式
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]

参加物

5

反応物 3

HCID 4873Potassium ChlorideHCID 1167587414-Bromo-1-(t-butyldimethylsiloxy)tetradecaneHCID 178464060HCID 178464060、化合物

生成物 1

HCID 23073442HCID 23073442、化合物収率 81.1%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒2 回

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-c9bbc06960394a3cad966d33a13ca9ea
出典データセット
uspto-grants-2007_12
特許番号
US07307098B2

関連ノート

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