1,2-Dichloroethane → HCID 16244366、化合物

HRID 2043327ノート

反応式

HRID 2043327 の反応式
ClC1C=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].C(O[BH-](O[C:19](=O)[CH3:20])OC(=O)C)(=O)C.[Na+].[C:23](O)(=O)[CH3:24].C(=O)(O)[O-].[Na+].Cl[CH2:33][CH2:34][Cl:35]>ClCCl>[Cl:35][C:34]1[CH:23]=[C:24]([NH:5][CH2:4][CH:6]2[CH2:7][CH2:8]2)[CH:19]=[CH:20][CH:33]=1

参加物

7

反応物 5

HCID 111,2-DichloroethaneHCID 176Acetic AcidHCID 79323-ChloroanilineHCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydride

生成物 1

HCID 16244366HCID 16244366、化合物収率 60%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 3-chloroaniline (1.27 g, 10 mmol) in 1,2-dichloroethane (20 ml) were added molecular sieves (4 g, size 0.4 nM) and cyclopropanecarboxyaldehyde (0.7 g, 10 mmol). After stirring the mixture for 5 min at room temperature sodium triacetoxyborohydride (3.18 g, 15 mmol) and acetic acid (0.6 g, 10 mmol) were added. The reaction mixture was stirred at room temperature overnight. For workup dichloromethane (100 ml) and 1 M sodium bicarbonate solution (40 ml) were added and the mixture was shaken. The organic layer was separated, dried over magnesium sulfate and evaporated. The residue was purified using flash chromatography (heptane/ethyl acetate=9:1) to yield a colourless liquid (1.09 g, 60%); MS (EI): 181.1 (M+.).

後処理

  1. additionwere added
  2. stirringthe mixture was shaken
  3. customThe organic layer was separated
  4. dry with materialdried over magnesium sulfate
  5. customevaporated
  6. customThe residue was purified

出典と根拠

ORDレコード
ord-49cd08961d8f433d91f6473ffda554f9
出典データセット
uspto-grants-2013_11
特許番号
US08586617B2

反応ノート

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