Triethylamine → HCID 25179430、化合物

HRID 2101262ノート

反応式

HRID 2101262 の反応式
[CH3:1][Si:2]([CH3:12])([CH3:11])[C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1.Cl.[F:14][C:15]([F:27])([F:26])[O:16][C:17]1[CH:18]=[C:19]([CH2:23][CH2:24][NH2:25])[CH:20]=[CH:21][CH:22]=1.C(N(CC)CC)C.[BH4-].[Na+]>CO.O>[F:14][C:15]([F:26])([F:27])[O:16][C:17]1[CH:18]=[C:19]([CH2:23][CH2:24][NH:25][CH2:7][C:6]2[CH:9]=[CH:10][C:3]([Si:2]([CH3:12])([CH3:11])[CH3:1])=[CH:4][CH:5]=2)[CH:20]=[CH:21][CH:22]=1

参加物

7

反応物 4

HCID 8471TriethylamineHCID 6375734-(Trimethylsilyl)benzaldehydeHCID 4311764Sodium borohydrideHCID 574385032-[3-(Trifluoromethoxy)phenyl]ethan-1-amine hydrochloride

生成物 1

HCID 25179430HCID 25179430、化合物収率 100.7%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

4-Trimethylsilanyl-benzaldehyde (178 mg, 1 mmol), 2-(3-trifluoromethoxy-phenyl)-ethyl-amine hydrochloride (241 mg, 1.1 mmol) and triethyl amine (151 mg, 1.5 mmol) were dissolved in methanol (5 ml) and the solution was stirred at rt for 5 min. Sodium borohydride (37 mg, 1 mmol) was added under nitrogen and the reaction mixture was stirred at rt for 1 h. Water was added and methanol was evaporated in vacuo. The reaction was extracted twice with diethyl ether and the combined organic layers were washed once with water and once with sat. aq. NaCl solution, dried with sodium sulfate, filtered off and concentrated in vacuo to yield [2-(3-trifluoromethoxy-phenyl)-ethyl]-(4-trimethylsilanyl-benzyl)-amine (370 mg, 100%) as a colorless oil. MS (ISP) 368.2 (100) (M+H)+.

後処理

  1. stirringthe reaction mixture was stirred at rt for 1 h
  2. custommethanol was evaporated in vacuo
  3. extractionThe reaction was extracted twice with diethyl ether
  4. washthe combined organic layers were washed once with water and once with sat. aq. NaCl solution
  5. dry with materialdried with sodium sulfate
  6. filtrationfiltered off
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-9fce47b64154467ebe06bb2fd9e7f25d
出典データセット
uspto-grants-2009_08
特許番号
US07572823B2

反応ノート

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