Tetrabutylammonium Fluoride → 1-(4-Amino-2-chlorophenyl)ethanol

HRID 649840

反応式

HRID 649840 の反応式
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.C[Si](C)(C)CCOC(=O)[NH:25][C:26]1[CH:31]=[CH:30][C:29]([CH:32]([OH:34])[CH3:33])=[C:28]([Cl:35])[CH:27]=1>O1CCCC1>[NH2:25][C:26]1[CH:31]=[CH:30][C:29]([CH:32]([OH:34])[CH3:33])=[C:28]([Cl:35])[CH:27]=1

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 54096646[3-Chloro-4-(1-hydroxy-ethyl)-phenyl]carbamic acid 2-trimethylsilanyl-ethyl ester

生成物 1

HCID 185436011-(4-Amino-2-chlorophenyl)ethanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A 1M solution of tetrabutylammonium fluoride in tetrahydrofuran (5.7 mL) is added to [3-chloro-4(1-hydroxy-ethyl)-phenyl]-carbamic acid 2-trimethylsilanyl-ethyl ester (0.5 g) and the mixture is stirred at room temperature for approximately 3.5 hours. The solution is then concentrated under reduced pressure, dissolved in a 1:1 mixture of ethyl acetate and hexanes, washed successively with water then saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate. Removal of the solvent under reduced pressure followed by chromatography over silica gel (40% ethyl acetate in hexanes is used as the eluant) provides the product as an amber oil.

後処理

  1. concentrationThe solution is then concentrated under reduced pressure
  2. dissolutiondissolved in a 1:1 mixture of ethyl acetate and hexanes
  3. washwashed successively with water
  4. dry with materialsaturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate
  5. customRemoval of the solvent under reduced pressure

出典と根拠

ORDレコード
ord-219944b111704ae2a454a9789c820987
出典データセット
uspto-grants-2001_08
特許番号
US06271236B1

関連ノート

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