Ethylene Glycol → Benzylaniline

HRID 984698노트

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HRID 984698 반응식
[CH2:1]([NH:8][C:9](=O)[C:10](F)(F)F)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O-]P([O-])([O-])=O.[K+].[K+].[K+].I[C:24]1[CH:29]=CC=[CH:26][CH:25]=1.C(O)CO.CCCCCCCCCCCC.N>C(OCC)(=O)C.[Cu]I.C(O)(C)C>[C:9]1([NH:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:10]=[CH:26][CH:25]=[CH:24][CH:29]=1

참가 물질

10

반응물 6

HCID 174Ethylene GlycolHCID 222AmmoniaHCID 8182DodecaneHCID 11575IodobenzeneHCID 62657Potassium Phosphate, TribasicHCID 230121N-Benzyl-2,2,2-trifluoroethanimidic acid

생성물 1

HCID 66028Benzylaniline수율 76%

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 3776Isopropanol용매HCID 8857Ethyl Acetate용매2회

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온도
80 °C

실험 절차

A Schlenk tube was charged with CuI (9.6 mg, 0.050 mmol, 5.0 mol %), N-benzyl-trifluoroacetamide (244 mg, 1.20 mmol), K3PO4 (640 mg, 3.01 mmol), evacuated, backfilled with Ar. Iodobenzene (112 μL, 1.00 mmol), ethylene glycol (0.11 mL, 2.0 mmol), and isopropanol (1.5 mL) were added under Ar. The Schlenk tube was sealed with a Teflon valve and the reaction mixture was stirred at 80° C. for 24 h. The resulting white suspension was allowed to reach room temperature. Dodecane (internal GC standard, 230 μL), ethyl acetate (2 mL), and 30% aq ammonia (2 mL) were added. A 0.1 mL sample of the top layer was diluted with ethyl acetate (1 mL) and analyzed by GC to provide a 76% yield of N-phenylbenzylamine.

후처리

  1. customevacuated
  2. customThe Schlenk tube was sealed with a Teflon valve
  3. customto reach room temperature

출처 및 근거

ORD 기록
ord-b122decbaa6a485aa2e8243b8a81bd10
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06867298B2

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