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Triethylamine → 2-[1-(2-tert-Butyldiphenylsiloxyethyl)cyclohexyl]ethyl methanesulfonate

HRID 1820312
ノート
印刷プレビュー

反応式

HRID 1820312 の反応式
C(N(CC)CC)C.[O:8]([CH2:26][CH2:27][C:28]1([CH2:34][CH2:35][OH:36])[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1)[Si:9]([C:22]([CH3:25])([CH3:24])[CH3:23])([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[CH3:37][S:38](Cl)(=[O:40])=[O:39].C(=O)([O-])O.[Na+]>C(Cl)Cl>[CH3:37][S:38]([O:36][CH2:35][CH2:34][C:28]1([CH2:27][CH2:26][O:8][Si:9]([C:22]([CH3:24])([CH3:25])[CH3:23])([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]1)(=[O:40])=[O:39]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 574278602-[1-(2-tert-Butyldiphenylsiloxyethyl)cyclohexyl]ethanol

生成物 1

HCID 574278622-[1-(2-tert-Butyldiphenylsiloxyethyl)cyclohexyl]ethyl methanesulfonate収率 104.1%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

After adding triethylamine (2.20 mL, 15.8 mmol) to a solution of 2-[1-(2-tert-butyldiphenylsiloxyethyl)cyclohexyl]ethanol (3.24 g, 7.80 mmol) in methylene chloride (25 mL), methanesulfonyl chloride (0.91 mL, 11.7 mmol) was added dropwise while cooling on ice. The mixture was stirred at room temperature for 40 minutes, and then saturated aqueous sodium hydrogencarbonate (300 mL) was added, extraction was performed with chloroform and the organic layer was washed with saturated aqueous sodium chloride. The organic layer was dried over anhydrous magnesium sulfate, filtered, and then concentrated under reduced pressure to obtain the title compound as a yellow oil (3.97 g).

後処理

  1. additionwas added dropwise
  2. temperaturewhile cooling on ice
  3. extractionextraction
  4. washthe organic layer was washed with saturated aqueous sodium chloride
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-3c0c41d351f34f43bb8d7ae019ded26b
出典データセット
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07601843B2

反応ノート

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