Propargyl alcohol → 3-Pentadecyl-1-(2-propynyloxy)benzene

HRID 1460283

反応式

HRID 1460283 の反応式
[CH2:1]([C:16]1[CH:17]=[C:18]([OH:22])[CH:19]=[CH:20][CH:21]=1)[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][CH3:15].[CH2:23](O)[C:24]#[CH:25].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>O.CCCCCC>[CH2:1]([C:16]1[CH:17]=[C:18]([O:22][CH2:25][C:24]#[CH:23])[CH:19]=[CH:20][CH:21]=1)[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][CH3:15]

参加物

7

反応物 4

HCID 7859Propargyl alcoholHCID 11776TriphenylphosphineHCID 68146Hydrogenated cardanolHCID 220568ethyl N-ethoxycarbonyliminocarbamate

生成物 1

HCID 150456673-Pentadecyl-1-(2-propynyloxy)benzene

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8058Hexane溶媒

実験手順

To a solution of 24.4 g (80 mmol) of 3-pentadecylphenol, 4.93 g (88 mmol) of propargyl alcohol and 23.1 g (88 mmol) of triphenylphosphine cooled to 15° C. is added dropwise 15.3 g (13.9 ml, 88 mmol) of diethyl azodicarboxylate. The mixture is stirred for 4.5 hours and then is diluted with water and extracted with hexane (3 times). The hexane extracts are combined, washed with 1N sodium hydroxide and are dried over magnesium sulfate overnight. Filtration and evaporation gives crude oil which is subjected to flash chromatography using hexane as eluting solvent. The appropriate fractions are combined to give the title compound as an oil which solidifies upon standing: mp. 26°-27° C. The product is used without further characterization.

後処理

  1. extractionextracted with hexane (3 times)
  2. washwashed with 1N sodium hydroxide
  3. dry with materialare dried over magnesium sulfate overnight
  4. filtrationFiltration and evaporation
  5. customgives crude oil which
  6. washas eluting solvent

出典と根拠

ORDレコード
ord-d6b9cf94a0484c3b9e6002f1a161c67e
出典データセット
uspto-grants-1991_12
特許番号
US05070207

関連ノート

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