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Triethylamine → 3-(Tert-butyldiphenylsilanoxy)-2,2-dimethylpropylamine

HRID 589838
ノート
印刷プレビュー

反応式

HRID 589838 の反応式
[NH2:1][CH2:2][C:3]([CH3:7])([CH3:6])[CH2:4][OH:5].CN(C1C=CC=CN=1)C.C(N(CC)CC)C.[Si:24](Cl)([C:37]([CH3:40])([CH3:39])[CH3:38])([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>ClCCl.O>[O:5]([CH2:4][C:3]([CH3:7])([CH3:6])[CH2:2][NH2:1])[Si:24]([C:37]([CH3:40])([CH3:39])[CH3:38])([C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 8471TriethylamineHCID 218852-DimethylaminopyridineHCID 94078tert-ButyldiphenylchlorosilaneHCID 1173261-Propanol, 3-amino-2,2-dimethyl-

生成物 1

HCID 866808103-(Tert-butyldiphenylsilanoxy)-2,2-dimethylpropylamine収率 72.4%

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

To a solution at 0° C. of 0.500 g (4.85 mmol) of 3-amino-2,2-dimethylpropanol (CAS 26734-09-8) in 12 ml of dichloromethane are added 0.059 g (0.48 mmol) of dimethylaminopyridine and 1.35 ml (9.7 mmol) of triethylamine. 1.60 g (5.82 mmol) of tert-butyldiphenylsilyl chloride dissolved in 5 ml of dichloromethane are then added dropwise. The mixture is stirred for 30 minutes at 0° C. and then for 2 hours at room temperature. 20 ml of water are then added. The organic phase is separated out by settling, washed with water and then with saturated aqueous sodium chloride solution and dried over sodium sulfate, and the solvent is evaporated off under reduced pressure to give an oil, which is chromatographed on a column of aminopropyl silica gel, eluting with a mixture of 0 to 10% methanol in dichloromethane, to give 1.20 g of 3-(tert-butyldiphenylsilanoxy)-2,2-dimethylpropylamine in the form of a colourless oil.

後処理

  1. additionare then added dropwise
  2. waitfor 2 hours at room temperature
  3. customThe organic phase is separated out
  4. washwashed with water
  5. dry with materialwith saturated aqueous sodium chloride solution and dried over sodium sulfate
  6. customthe solvent is evaporated off under reduced pressure
  7. customto give an oil, which
  8. customis chromatographed on a column of aminopropyl silica gel
  9. washeluting with a mixture of 0 to 10% methanol in dichloromethane

出典と根拠

ORDレコード
ord-86a38d44fa52433c8a307984a2b4324e
出典データセット
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09233965B2

反応ノート

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