1,2-Dichloroethane → HCID 16244366, 화합물

HRID 2043327노트

반응식

HRID 2043327 반응식
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

참가 물질

7

반응물 5

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

생성물 1

HCID 16244366HCID 16244366, 화합물수율 60%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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+.).

후처리

  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

출처 및 근거

ORD 기록
ord-49cd08961d8f433d91f6473ffda554f9
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08586617B2

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