Triethylamine → 4-(3-((Tert-butyldimethylsilyloxy)methyl)-4-nitrophenyl)morpholine

HRID 1487195ノート

反応式

HRID 1487195 の反応式
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:8]=[CH:9][C:10]([N+:15]([O-:17])=[O:16])=[C:11]([CH2:13][OH:14])[CH:12]=2)[CH2:3][CH2:2]1.C(N(CC)CC)C.[C:25]([Si:29](Cl)([CH3:31])[CH3:30])([CH3:28])([CH3:27])[CH3:26]>CN(C)C1C=CN=CC=1.ClCCl.C(OCC)(=O)C>[Si:29]([O:14][CH2:13][C:11]1[CH:12]=[C:7]([N:4]2[CH2:5][CH2:6][O:1][CH2:2][CH2:3]2)[CH:8]=[CH:9][C:10]=1[N+:15]([O-:17])=[O:16])([C:25]([CH3:28])([CH3:27])[CH3:26])([CH3:31])[CH3:30]

参加物

7

反応物 3

HCID 8471TriethylamineHCID 28928tert-Butyldimethylsilyl chlorideHCID 9878047(5-Morpholin-4-YL-2-nitro-phenyl)-methanol

生成物 1

HCID 866996854-(3-((Tert-butyldimethylsilyloxy)methyl)-4-nitrophenyl)morpholine収率 90.9%

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of (5-morpholino-2-nitrophenyl)methanol (3.0 g, 12.6 mmol), triethylamine (2.54 g, 25.2 mmol) and 4-dimethylaminopyridine (0.2 g) in dichloromethane (100 mL) was added tert-butylchlorodimethylsilane (2.83 g, 18.9 mmol). After the addition was over, the mixture was stirred at room temperature for 2 hours. The reaction mixture was diluted with ethyl acetate, and the organic phase was washed by saturated sodium bicarbonate, dried over anhydrous sodium sulfate, evaporated and purified by silica gel chromatography to afford the product 4-(3-((tert-butyldimethylsilyloxy)methyl)-4-nitrophenyl)morpholine (4.0 g, yield 90.9%).

後処理

  1. additionAfter the addition
  2. washthe organic phase was washed by saturated sodium bicarbonate
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated
  5. custompurified by silica gel chromatography

出典と根拠

ORDレコード
ord-ccaa05a926ba49a38405e9ef64798303
出典データセット
uspto-grants-2016_08
特許番号
US09428508B2

反応ノート

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