Sodium hydride → 1-Phenyl-2,5,8,11,14,17,20,23,26,29-decaoxatriacontane

HRID 276803

反応式

HRID 276803 の反応式
[CH2:1]([O:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][O:14][CH2:15][CH2:16][O:17][CH2:18][CH2:19][O:20][CH2:21][CH2:22][O:23][CH2:24][CH2:25][OH:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].S(O[CH2:40][CH2:41][O:42][CH2:43][CH2:44][O:45][CH2:46][CH2:47][O:48][CH3:49])(C1C=CC(C)=CC=1)(=O)=O>C1COCC1>[CH3:49][O:48][CH2:47][CH2:46][O:45][CH2:44][CH2:43][O:42][CH2:41][CH2:40][O:26][CH2:25][CH2:24][O:23][CH2:22][CH2:21][O:20][CH2:19][CH2:18][O:17][CH2:16][CH2:15][O:14][CH2:13][CH2:12][O:11][CH2:10][CH2:9][O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 99488982-(2-(2-Methoxyethoxy)ethoxy)ethyl 4-methylbenzenesulfonateHCID 11164646Hexaethylene Glycol Monobenzyl Ether

生成物 1

HCID 114778901-Phenyl-2,5,8,11,14,17,20,23,26,29-decaoxatriacontane収率 88%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

実験手順

A solution of hexaethylene glycol monobenzyl ether from above (22.3 g) in anhydrous THF (100 ml) was added to a suspension of 50% NaH (3.5 g) in anhydrous THF (100 ml). The suspension was stirred at ambient temperature for 30 min and then a solution of triethylene glycol methyl tosyl ether from above (22.0 g) in THF (100 ml) was added dropwise. The mixture was refluxed under nitrogen overnight, cooled to ambient temperature, quenched with water (500 ml), and extracted with diethyl ether (3×300 ml). The ether extracts were combined, dried (sodium sulfate), and concentrated in vacuo to give nonaethylene glycol benzyl methyl ether as an oil (27 g, 88%), 1H-NMR (CDCl3) δ: 7.31 (m, 5, 5 phenyl CH), 4.54 (s, 2, benzyl CH2), 3.62-3.52 (m, 36, 18 CH2O), 3.35 (s, 3, CH3).

後処理

  1. temperatureThe mixture was refluxed under nitrogen overnight
  2. temperaturecooled to ambient temperature
  3. customquenched with water (500 ml)
  4. extractionextracted with diethyl ether (3×300 ml)
  5. dry with materialdried (sodium sulfate)
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-c2f17f36ea7642cc97e5cca13ff6d85c
出典データセット
uspto-grants-2002_03
特許番号
US06355646B1

関連ノート

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